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Chiral Catalysts & Ligands

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48

(SP,SP)-1,1-Bis{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-2,2-bis[(R)--(dimethylamino)benzyl]ferrocene

Empirical Formula (Hill Notation):	C₆₀H₄₂F₂₄FeN₂P₂
CAS Number:	494227-36-0
Molecular Weight:	1364.74
MDL number:	MFCD04117703
PubChem Substance ID:	24886563

sold in collaboration with Solvias AG

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Параметры

assay	97%
optical purity	ee: 99%
SMILES string	[Fe].CN(C)[C@@H]([C]1[CH][CH][CH][C]1P(c2cc(cc(c2)C(F)(F)F)C(F)(F)F)c3cc(cc(c3)C(F)(F)F)C(F)(F)F)c4ccccc4.CN(C)[C@@H]([C]5[CH][CH][CH][C]5P(c6cc(cc(c6)C(F)(F)F)C(F)(F)F)c7cc(cc(c7)C(F)(F)F)C(F)(F)F)c8ccccc8
InChI	1S/2C30H21F12NP.Fe/c21-43(2)26(17-7-4-3-5-8-17)24-9-6-10-25(24)44(22-13-18(27(31,32)33)11-19(14-22)28(34,35)36)23-15-20(29(37,38)39)12-21(16-23)30(40,41)42;/h23-16,26H,1-2H3;/t2*26-;/m11./s1
Inchi Key	PYLZWHGISWCHOW-PMIUFOJNSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	3

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,-Diphenyl-N-methyl-D-prolinol

Empirical Formula (Hill Notation):	C₁₈H₂₁NO
CAS Number:	144119-12-0
Molecular Weight:	267.37
Beilstein/REAXYS Number:	1535407
MDL number:	MFCD00145217
PubChem Substance ID:	57650146
NACRES:	NA.22

250 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Параметры

Quality Level	100,
assay	99% (sum of enantiomers, GC)
optical activity	[]20/D 55.0±4.0°, c = 1% in chloroform stab. with amylenes
mp	68-71 °C
SMILES string	CN1CCC[C@@H]1C(O)(c2ccccc2)c3ccccc3
InChI	1S/C18H21NO/c1-19-14-8-13-17(19)18(20,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,20H,8,13-14H2,1H3/t17-/m1/s1
InChI key	XIJAGFLYYNXCAB-QGZVFWFLSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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,-Diphenyl-N-methyl-L-prolinol

Empirical Formula (Hill Notation):	C₁₈H₂₁NO
CAS Number:	110529-22-1
Molecular Weight:	267.37
Beilstein/REAXYS Number:	4749387
MDL number:	MFCD00145245
PubChem Substance ID:	57650147
NACRES:	NA.22

250 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Ligand employed in the enantioselective addition of dialkylzincs to carbonyls

Параметры

Quality Level	100,
assay	96.0% (sum of enantiomers, GC)
optical activity	[]20/D +55±3°, c = 1% in chloroform stab. with amylenes
mp	66-72 °C
SMILES string	CN1CCC[C@H]1C(O)(c2ccccc2)c3ccccc3
InChI	1S/C18H21NO/c1-19-14-8-13-17(19)18(20,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,20H,8,13-14H2,1H3/t17-/m0/s1
InChI key	XIJAGFLYYNXCAB-KRWDZBQOSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P261 - P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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-Solanine

Empirical Formula (Hill Notation):	C₄₅H₇₃NO₁₅
CAS Number:	20562-02-1
Molecular Weight:	868.06
Beilstein/REAXYS Number:	77607
EC Number:	243-879-8
MDL number:	MFCD00077873
PubChem Substance ID:	57654613
NACRES:	NA.22

α-Solanine is a steroidal glycoalkaloid mainly found in potatoes. It is a potential anti-carcinogenic agent against pancreatic cancer cells.

Application

α-Solanine has been used as a standard during its quantification in potatoes by HPLC.

Packaging

10, 50 mg in poly bottle
5 mg in glass bottle

Other Notes

A trisaccharide, consisting of glucose, galactose and rhamnose, linked to solanidine.

Параметры

biological source	potato sprouts
Quality Level	200,
assay	≥95%
storage temp.	−20°C
SMILES string	C[C@H]1CC[C@@H]2[C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@]34C)O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@@H]9O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O)N2C1
InChI	1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23-,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41-,42-,43+,44-,45-/m0/s1
InChI key	ZGVSETXHNHBTRK-UDJLNJFBSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H302
pcodes	P264 - P270 - P301 + P312 + P330 - P501
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

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-Terpineol

Empirical Formula (Hill Notation):	C₁₀H₁₈O
CAS Number:	98-55-5
Molecular Weight:	154.25
Beilstein/REAXYS Number:	2325137
EC Number:	233-986-8
MDL number:	MFCD00001557
PubChem Substance ID:	24867093
NACRES:	NA.22

-Terpineol is a monoterpene alcohol. It is one of the components responsible for the antifungal activity in Melaleuca alternifolia (tea tree) essential oil. The reaction rate constant of -terpineol with the OH radical and ozone was found to be (1.9±0.5)x10-10cm3 molecule-1s-1 and (3.0±0.2)x10-16cm3 molecule-1s-1, respectively.

Packaging

50, 250 mL in poly bottle

Other Notes

Optical rotation varies with isomer mix.
remainder γ-isomer

Параметры

grade	technical grade
Quality Level	100
assay	90%
refractive index	n20/D 1.482 (lit.)
bp	217-218 °C (lit.)
mp	31-35 °C (lit.)
density	0.93 g/mL at 25 °C (lit.)
SMILES string	CC1=CC[C@H](CC1)C(C)(C)O
InChI	1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3
InChI key	WUOACPNHFRMFPN-UHFFFAOYSA-N

Safety Information

Pictograms	GHS07
Signal Word	Warning
Hazard Statements	H315 - H319
Precautionary Statements	P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
Personal Protective Equipment	dust mask type N95 (US), Eyeshields, Gloves
RIDADR	NONH for all modes of transport
WGK Germany	WGK 1
Flash Point(F)	195.8 °F - closed cup
Flash Point(C)	91 °C - closed cup

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-TRISPHAT tetrabutylammonium salt

Empirical Formula (Hill Notation):	C₁₈Cl₁₂O₆P · C₁₆H₃₆N
CAS Number:	301687-57-0
Molecular Weight:	1011.06
MDL number:	MFCD10566957
PubChem Substance ID:	329760365
NACRES:	NA.22

Δ-TRISPHAT tetrabutylammonium salt, containing a hexacoordinated phosphorus anion, is a chiral NMR solvating and asymmetry-inducing reagent.

Packaging

100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Chiral anion mediated asymmetric chemistry

Параметры

Quality Level	100,
assay	98.5% (³¹P-NMR)
optical activity	[]/D -370±10°, c = 0.1 in ethanol
storage temp.	2-8°C
SMILES string	CCCC[N+](CCCC)(CCCC)CCCC.Clc1c(Cl)c(Cl)c2O[P-]345(Oc2c1Cl)Oc6c(Cl)c(Cl)c(Cl)c(Cl)c6O3.Clc7c(Cl)c(Cl)c(O4)c(O5)c7Cl
InChI	1S/C18Cl12O6P.C16H36N/c19-1-2(20)8(26)14-13(7(1)25)31-37(32-14,33-15-9(27)3(21)4(22)10(28)16(15)34-37)35-17-11(29)5(23)6(24)12(30)18(17)36-37;1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h;5-16H2,1-4H3/q-1;+1
InChI key	GCGVBYHPNKLLAV-UHFFFAOYSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,1-Bis[(2R,5R)-2,5-diethylphospholano]ferrocene

Empirical Formula (Hill Notation):	C₂₆H₄₀FeP₂
CAS Number:	147762-89-8
Molecular Weight:	470.39
PubChem Substance ID:	24885607
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,
1,1-Bis[(2R,5R)-2,5-diethylphospholano]ferrocene can be used:

As a catalyst in the asymmetric hydrogenation reactions of olefins and ketones.
As a component of a rhodium based precatalyst, applicable in the 2-methylenesuccinamic acid hydrogenation reaction.

Packaging

100, 500 mg in amber glass bottle

Legal Information

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.
Ferrocelane is a trademark of Kanata Chemical Technologies, Inc.

Параметры

Quality Level	100,
optical activity	[]20/D +380°, c = 1 in chloroform
mp	85-91 °C
SMILES string	C[Fe]C.CC[C@@H]1CC[C@@H](CC)P1[C@@H]2CCCC2.CC[C@@H]3CC[C@@H](CC)P3[C@H]4CCCC4
InChI	1S/2C13H25P.2CH3.Fe/c21-3-11-9-10-12(4-2)14(11)13-7-5-6-8-13;;;/h211-13H,3-10H2,1-2H3;21H3;/t211-,12-;;;/m11.../s1
Inchi Key	CPUKIDAUDCWIRT-QULUYMGFSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,1-Bis[(2R,5R)-2,5-dimethylphospholano]ferrocene

Empirical Formula (Hill Notation):	C₂₂H₃₂FeP₂
CAS Number:	540475-45-4
Molecular Weight:	414.28
PubChem Substance ID:	24885292
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Sold in collaboration with Kanata Chemical Technoligies, Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.
Ferrocelane is a trademark of Kanata Chemical Technologies, Inc.

Параметры

Quality Level	100,
assay	97%
mp	99.9-101.5 °C
SMILES string	C[Fe]C.C[C@@H]1CC[C@@H](C)P1[C@H]2CCCC2.C[C@@H]3CC[C@@H](C)P3[C@@H]4CCCC4
InChI	1S/2C11H21P.2CH3.Fe/c21-9-7-8-10(2)12(9)11-5-3-4-6-11;;;/h29-11H,3-8H2,1-2H3;21H3;/t29-,10-;;;/m11.../s1
Inchi Key	TZPGMNOFYCAGIA-UIBZXYQVSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,1-Bis[(2S,5S)-2,5-diethylphospholano]ferrocene

Empirical Formula (Hill Notation):	C₂₆H₄₀FeP₂
CAS Number:	436863-50-2
Molecular Weight:	470.39
PubChem Substance ID:	24885608

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100, 500 mg in amber glass bottle

Legal Information

Параметры

optical activity	[]20/D -382°, c = 1 in chloroform
Quality Level	100,
mp	89-91 °C
SMILES string	C[Fe]C.CC[C@H]1CC[C@H](CC)P1[C@@H]2CCCC2.CC[C@H]3CC[C@H](CC)P3[C@H]4CCCC4
InChI	1S/2C13H25P.2CH3.Fe/c21-3-11-9-10-12(4-2)14(11)13-7-5-6-8-13;;;/h211-13H,3-10H2,1-2H3;21H3;/t211-,12-;;;/m00.../s1
Inchi Key	CPUKIDAUDCWIRT-ABLBMNRKSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,1-Bis[(2S,5S)-2,5-dimethylphospholano]ferrocene

Empirical Formula (Hill Notation):	C₂₂H₃₂FeP₂
CAS Number:	162412-87-5
Molecular Weight:	414.28
MDL number:	MFCD09265089
PubChem Substance ID:	24885290

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Параметры

optical activity	[]22/D 331°, c = 1 in chloroform-d
mp	88.9-98.5 °C
SMILES string	[Fe].C[C@H]1CC[C@H](C)P1[C]2[CH][CH][CH][CH]2.C[C@H]3CC[C@H](C)P3[C]4[CH][CH][CH][CH]4
InChI	1S/2C11H16P.Fe/c21-9-7-8-10(2)12(9)11-5-3-4-6-11;/h23-6,9-10H,7-8H2,1-2H3;/t2*9-,10-;/m00./s1
Inchi Key	BSLGFLIMECHNTA-VUTIHBPYSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	3

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1,2-Bis[(2R,5R)-2,5-(dimethylphospholano]ethane(cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₂₂H₄₀BF₄P₂Rh
CAS Number:	305818-67-1
Molecular Weight:	556.21
PubChem Substance ID:	24885288

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Catalyst for:

Preparation of substituted phenylalanine via asymmetric hydrogenation of N-acetyldehydroamino acid precursor
Enantioselective preparation of trifluoromethyl amino acids via asymmetric hydrogenation
Asymmetric hydrogenation of acetamidocinnamate

Packaging

100, 500 mg in glass bottle

Legal Information

Sold in collaboration with Kanata Chemical Technologies, Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

Параметры

SMILES string	[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.C[C@@H]2CC[C@@H](C)P2CCP3[C@H](C)CC[C@H]3C
InChI	1S/C14H28P2.C8H12.BF4.Rh/c1-11-5-6-12(2)15(11)9-10-16-13(3)7-8-14(16)4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h11-14H,5-10H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t11-,12-,13-,14-;;;/m1.../s1
Inchi Key	CVUPEPGZCZHSOF-ZTCBNWEGSA-N

Safety Information

Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₃₀H₄₈BF₄P₂Rh
CAS Number:	228121-39-9
Molecular Weight:	660.36
PubChem Substance ID:	329762007
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Catalyst for:

Asymmetric hydrogenation reactions

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	C[CH+]C.CC[C@@H]1CC[C@@H](CC)P12C3=C(P4([Rh](C)2C)[C@H](CC)CC[C@H]4CC)C=CC=C3.FB(F)F.C5C/C=C\CC/C=C\5.[F-]
InChI	1S/C22H36P2.C8H12.BF4.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m1.../s1
InChI key	DSYBEQKPSKLNMC-KYOOHHHUSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate

Empirical Formula (Hill Notation):	C₃₁H₄₈F₃O₃P₂RhS
CAS Number:	136705-77-6
Molecular Weight:	722.62
MDL number:	MFCD00269860
PubChem Substance ID:	329761250
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,
Catalyst for:

Stereoselective synthesis of -amino acid derivatives via asymmetric hydrogenation of acetylaminopentenoic acid derivatives
Stereoselective synthesis of manzacidins A and C via stereoselective hydrogenation
Stereoselective synthesis of tetracyclic core of manzamine A via Rh-catalyzed asymmetric hydrogenation, diastereoselective Diels-Alder reaction, Eschenmoser-Tanabe fragmentation, Changs amide formation, and Hofmann rearrangement
Asymmetric preparation of chiral Cbz-aminodifluorobutyric acid Me ester and its analogs
Biphasic catalytic hydrogenations in ionic liquids with addition of water as a second solvent
Preparation of cyclobutane-containing amino acids via asymmetric hydrogenations of cyclobutyl enamides
Asymmetric preparation of both enantiomers of (dimethoxycoumaryl)alanine as suitable fluorescent peptide labels

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	[Rh+].[O-]S(=O)(=O)C(F)(F)F.C1CC=CCCC=C1.CC[C@@H]2CC[C@@H](CC)P2c3ccccc3P4[C@H](CC)CC[C@H]4CC
InChI	1S/C22H36P2.C8H12.CHF3O3S.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)8(5,6)7;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;(H,5,6,7);/q;;;+1/p-1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m1.../s1
InChI key	HZLILTNLWVOBFS-KYOOHHHUSA-M

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₃₄H₅₆BF₄P₂Rh
CAS Number:	569650-64-2
Molecular Weight:	716.47
MDL number:	MFCD07369039
PubChem Substance ID:	329762004

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.CC(C)[C@H]2CC[C@H](C(C)C)P2c3ccccc3P4[C@H](CC[C@@H]4C(C)C)C(C)C
InChI	1S/C26H44P2.C8H12.BF4.Rh/c1-17(2)21-13-14-22(18(3)4)27(21)25-11-9-10-12-26(25)28-23(19(5)6)15-16-24(28)20(7)8;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h9-12,17-24H,13-16H2,1-8H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t21-,22-,23-,24-;;;/m1.../s1
InChI key	AXLKBYDAACXFBH-QPZXYOTCSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide

Empirical Formula (Hill Notation):	C₁₈H₂₈OP₂
CAS Number:	638132-66-8
Molecular Weight:	322.36
MDL number:	MFCD09750450
PubChem Substance ID:	24885440
NACRES:	NA.22

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide is a chiral ligand whose copper complexes are used extensively in many organic reactions such as addition to imines, nitroalkenes, and reduction of ,-disubstituted vinyl sulfones.

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,
1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monoxide can be used:

As a ligand in the preparation of dihydroquinolones and dihydroisoquinolones through palladium-catalyzed C-H functionalization of cyclopropane derivatives.
As an organocatalyst in the [4+1] annulation reactions of 2-enoylpyridine pyridine N-oxides and olefins with Morita-Baylis-Hillman (MBH) carbonates to yield dihydrofurans derivatives enantioselectively.
As a ligand in the copper-catalyzed synthesis of chiral nitroalkanes via the addition of dialkylzinc to -nitroalkenes.

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
optical activity	[]22/D -171°, c = 1 in chloroform
mp	116-122 °C
SMILES string	C[C@@H]1CC[C@@H](C)P1(C2=CC=CC=C2P3[C@H](C)CC[C@H]3C)=O
InChI	1S/C18H28OP2/c1-13-9-10-14(2)20(13)17-7-5-6-8-18(17)21(19)15(3)11-12-16(21)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m1/s1
Inchi Key	ORZVYNTUPREFTI-KLHDSHLOSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₂₆H₄₀BF₄P₂Rh
CAS Number:	210057-23-1
Molecular Weight:	604.25
MDL number:	MFCD01862466
PubChem Substance ID:	24885285
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	[F-].FB(F)F.C1CC=CCCC=C1.C[C@@H]2CC[C@@H](C)[PH]23c4ccccc4[PH]5([C@H](C)CC[C@H]5C)[Rh+]3(C)C
InChI	1S/C18H28P2.C8H12.BF4.Rh/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h5-8,13-16H,9-12H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t13-,14-,15-,16-;;;/m1.../s1
Inchi Key	FKGVQOXVEDXEEW-MYDVBLLJSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate

Empirical Formula (Hill Notation):	C₂₇H₄₀F₃O₃P₂RhS
CAS Number:	187682-63-9
Molecular Weight:	666.52
MDL number:	MFCD00269862
PubChem Substance ID:	24885289

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100, 500 mg in glass bottle

Legal Information

Параметры

assay	97%
SMILES string	[Rh+].[O-]S(=O)(=O)C(F)(F)F.C1CC=CCCC=C1.C[C@@H]2CC[C@@H](C)P2c3ccccc3P4[C@H](C)CC[C@H]4C
InChI	1S/C18H28P2.C8H12.CHF3O3S.Rh/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4;1-2-4-6-8-7-5-3-1;2-1(3,4)8(5,6)7;/h5-8,13-16H,9-12H2,1-4H3;1-2,7-8H,3-6H2;(H,5,6,7);/q;;;+1/p-1/b;2-1-,8-7-;;/t13-,14-,15-,16-;;;/m1.../s1
InChI key	AKJDLXZYNLUJQJ-MYDVBLLJSA-M

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2R,5R)-2,5-diphenylphospholano]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₄₂H₄₈BF₄P₂Rh
CAS Number:	528565-84-6
Molecular Weight:	804.49
MDL number:	MFCD07369037
PubChem Substance ID:	329762005
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.C2C[C@@H](P(CCP3[C@H](CC[C@@H]3c4ccccc4)c5ccccc5)[C@H]2c6ccccc6)c7ccccc7
InChI	1S/C34H36P2.C8H12.BF4.Rh/c1-5-13-27(14-6-1)31-21-22-32(28-15-7-2-8-16-28)35(31)25-26-36-33(29-17-9-3-10-18-29)23-24-34(36)30-19-11-4-12-20-30;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h1-20,31-34H,21-26H2;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t31-,32-,33-,34-;;;/m1.../s1
Inchi Key	HOYBXERAQSXVFT-FMUQXVHFSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₃₀H₄₈BF₄P₂Rh
CAS Number:	213343-64-7
Molecular Weight:	660.36
PubChem Substance ID:	329761249
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,
Catalyst for:

Preparation of a key unit B precursor of cryptophycins via Horner-Wadsworth-Emmons reaction and asymmetric hydrogenation
Preparation of constrained phenylalanine analogs via Heck reaction followed by asymmetric hydrogenation and cyclization steps
Enantioselective preparation of N-benzyloxy--amino acid Me esters by hydrogenation of -(benzyloxyaminomethyl)acrylate stereoisomers
Preparation of fluoro amino acids as synthons for potent macrocyclic HCV NS3 protease inhibitors
Stereoselective preparation of triply isotope-labeled Ser, Cys, and Ala
Preparation of -amino acids from asymmetric hydrogenation of -(aminomethyl)acrylates
Asymmetric hydrogenation of a-primary and secondary amino ketones and asymmetric synthesis of (-)-arbutamine and (-)-denopamine

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.CC[C@H]2CC[C@H](CC)P2c3ccccc3P4[C@@H](CC)CC[C@@H]4CC
InChI	1S/C22H36P2.C8H12.BF4.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m0.../s1
Inchi Key	DSYBEQKPSKLNMC-ZCTOJWETSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate

Empirical Formula (Hill Notation):	C₃₁H₄₈F₃O₃P₂RhS
CAS Number:	142184-30-3
Molecular Weight:	722.62
MDL number:	MFCD00269861
PubChem Substance ID:	329761251
NACRES:	NA.22

1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate is an electron-rich C2 symmetric bis(phospholane) ligand for enantioselective catalytic reactions.

Application

(S,S)-Et-DUPHOS-Rh may be used as an efficient catalyst in the synthesis of (S)-2-quinolylalanine via asymmetric hydrogenation.
DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,
Catalyst involved in:

Oxidation of the -position via ruthenium catalysis
Stereoselective hydrogenation reactions of dehydroamino acid esters and macrocyclic peptideomimetics
Synthesis of cyclopeptide alkaloid mucronine E, fluoro-containing amino acids, and labeled protease inhibitors

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
SMILES string	[Rh+].[O-]S(=O)(=O)C(F)(F)F.C1CC=CCCC=C1.CC[C@H]2CC[C@H](CC)P2c3ccccc3P4[C@@H](CC)CC[C@@H]4CC
InChI	1S/C22H36P2.C8H12.CHF3O3S.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)8(5,6)7;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;(H,5,6,7);/q;;;+1/p-1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m0.../s1
InChI key	HZLILTNLWVOBFS-ZCTOJWETSA-M

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-diisopropylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₃₄H₅₆BF₄P₂Rh
CAS Number:	1000393-36-1
Molecular Weight:	716.47
MDL number:	MFCD07369040
PubChem Substance ID:	329762003
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Catalyst for asymmetric hydrogenation reactions

Packaging

50, 250 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
optical activity	[]20/D 82, c = 0.8 in chloroform
SMILES string	[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.CC(C)[C@@H]2CC[C@@H](C(C)C)P2c3ccccc3P4[C@@H](CC[C@H]4C(C)C)C(C)C
InChI	1S/C26H44P2.C8H12.BF4.Rh/c1-17(2)21-13-14-22(18(3)4)27(21)25-11-9-10-12-26(25)28-23(19(5)6)15-16-24(28)20(7)8;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h9-12,17-24H,13-16H2,1-8H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t21-,22-,23-,24-;;;/m0.../s1
InChI key	AXLKBYDAACXFBH-AUXLTOJKSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-diisopropylphospholano]ethane

Empirical Formula (Hill Notation):	C₂₂H₄₄P₂
CAS Number:	528854-34-4
Molecular Weight:	370.53
MDL number:	MFCD08705243
PubChem Substance ID:	24884983
NACRES:	NA.22

1,2-Bis[(2S,5S)-2,5-diisopropylphospholano]ethane is a chiral C2-symmetric ligand, which on ligation with metal complexes forms active catalysts for asymmetric hydrogenation.

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

2 g in glass bottle
100, 500 mg in glass insert

Legal Information

Параметры

Quality Level	100,
mp	67-72 °C
SMILES string	CC(C)[C@H]1CC[C@H](C(C)C)P1CCP2[C@H](CC[C@@H]2C(C)C)C(C)C
InChI	1S/C22H44P2/c1-15(2)19-9-10-20(16(3)4)23(19)13-14-24-21(17(5)6)11-12-22(24)18(7)8/h15-22H,9-14H2,1-8H3/t19-,20-,21-,22-/m1/s1
Inchi Key	IRVIFEWWPYKALC-GXRSIYKFSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene monooxide

Empirical Formula (Hill Notation):	C₁₈H₂₈OP₂
Molecular Weight:	322.36
PubChem Substance ID:	24885434
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
optical activity	[]22/D +170, c = 1 in chloroform
mp	105-115 °C
SMILES string	C[C@H]1CC[C@H](C)P1c2ccccc2P3(=O)[C@@H](C)CC[C@@H]3C
InChI	1S/C18H28OP2/c1-13-9-10-14(2)20(13)17-7-5-6-8-18(17)21(19)15(3)11-12-16(21)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m0/s1
Inchi Key	ORZVYNTUPREFTI-VGWMRTNUSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-dimethylphospholano]benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate

Empirical Formula (Hill Notation):	C₂₇H₄₀F₃O₃P₂RhS
CAS Number:	136705-75-4
Molecular Weight:	666.52
MDL number:	MFCD00269863
PubChem Substance ID:	329760615
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
assay	97%
mp	136.0-154.7 °C
SMILES string	[Rh+].[O-]S(=O)(=O)C(F)(F)F.C1CC=CCCC=C1.C[C@H]2CC[C@H](C)P2c3ccccc3P4[C@@H](C)CC[C@@H]4C
InChI	1S/C18H28P2.C8H12.CHF3O3S.Rh/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4;1-2-4-6-8-7-5-3-1;2-1(3,4)8(5,6)7;/h5-8,13-16H,9-12H2,1-4H3;1-2,7-8H,3-6H2;(H,5,6,7);/q;;;+1/p-1/b;2-1-,8-7-;;/t13-,14-,15-,16-;;;/m0.../s1
Inchi Key	AKJDLXZYNLUJQJ-KZOFNLLLSA-M

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,2-Bis[(2S,5S)-2,5-dimethylphospholano]ethane(cyclooctadiene)rhodium(I) tetrafluoroborate

Empirical Formula (Hill Notation):	C₂₂H₄₀BF₄P₂Rh
CAS Number:	213343-65-8
Molecular Weight:	556.21
PubChem Substance ID:	24885287
NACRES:	NA.22

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands,

Catalyst for:

Asymmetric hydrogenation

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Параметры

Quality Level	100,
mp	152.2-156.3 °C
SMILES string	[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.C[C@H]2CC[C@H](C)P2CCP3[C@@H](C)CC[C@@H]3C
InChI	1S/C14H28P2.C8H12.BF4.Rh/c1-11-5-6-12(2)15(11)9-10-16-13(3)7-8-14(16)4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h11-14H,5-10H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t11-,12-,13-,14-;;;/m0.../s1
Inchi Key	CVUPEPGZCZHSOF-ASDDUFFSSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,5-Cyclooctadiene{[dibenzyl((4R,5R)-5-methyl-2-phenyl-4,5-dihydro-4-oxazolyl)methyl]dicyclohexylphosphinite N:P}iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate

Empirical Formula (Hill Notation):	C₇₇H₇₀BF₂₄IrNO₂P
CAS Number:	880262-14-6
Molecular Weight:	1731.35
MDL number:	MFCD18252665
PubChem Substance ID:	329763204
NACRES:	NA.22

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Catalyst for enantioselective hydrogenation of alkenes

Legal Information

sold in collaboration with Solvias AG

Параметры

Quality Level	100,
assay	97%
optical purity	ee: 99%
SMILES string	[Ir+].C1CC=CCCC=C1.C[C@H]2OC(=N[C@H]2C(Cc3ccccc3)(Cc4ccccc4)OP(C5CCCCC5)C6CCCCC6)c7ccccc7.FC(F)(F)c8cc(cc(c8)C(F)(F)F)[B-](c9cc(cc(c9)C(F)(F)F)C(F)(F)F)(c%10cc(cc(c%10)C(F)(F)F)C(F)(F)F)c%11cc(cc(c%11)C(F)(F)F)C(F)(F)F
InChI	1S/C37H46NO2P.C32H12BF24.C8H12.Ir/c1-29-35(38-36(39-29)32-21-11-4-12-22-32)37(27-30-17-7-2-8-18-30,28-31-19-9-3-10-20-31)40-41(33-23-13-5-14-24-33)34-25-15-6-16-26-34;34-25(35,36)13-1-14(26(37,38)39)6-21(5-13)33(22-7-15(27(40,41)42)2-16(8-22)28(43,44)45,23-9-17(29(46,47)48)3-18(10-23)30(49,50)51)24-11-19(31(52,53)54)4-20(12-24)32(55,56)57;1-2-4-6-8-7-5-3-1;/h2-4,7-12,17-22,29,33-35H,5-6,13-16,23-28H2,1H3;1-12H;1-2,7-8H,3-6H2;/q;-1;;+1/b;;2-1-,8-7-;/t29-,35-;;;/m1.../s1
Inchi Key	BGPHLJWQZLLYML-XCHXSORBSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,5-Cyclooctadiene{[dibenzyl((4S,5S)-5-methyl-2-phenyl-4,5-dihydro-4-oxazolyl)methyl]dicyclohexylphosphinite N:P}iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate

Empirical Formula (Hill Notation):	C₇₇H₇₀BF₂₄IrNO₂P
CAS Number:	583844-38-6
Molecular Weight:	1731.35
MDL number:	MFCD06658139
PubChem Substance ID:	329763209
NACRES:	NA.22

sold in collaboration with Solvias AG

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Catalyst for enantioselective hydrogenation of alkenes

Параметры

Quality Level	100,
assay	97%
optical purity	ee: 99%
SMILES string	[Ir+].[CH]1[CH]CC[CH][CH]CC1.C[C@@H]2OC(=N[C@@H]2C(Cc3ccccc3)(Cc4ccccc4)OP(C5CCCCC5)C6CCCCC6)c7ccccc7.FC(F)(F)c8cc(cc(c8)C(F)(F)F)[B-](c9cc(cc(c9)C(F)(F)F)C(F)(F)F)(c%10cc(cc(c%10)C(F)(F)F)C(F)(F)F)c%11cc(cc(c%11)C(F)(F)F)C(F)(F)F
InChI	1S/C37H46NO2P.C32H12BF24.C8H12.Ir/c1-29-35(38-36(39-29)32-21-11-4-12-22-32)37(27-30-17-7-2-8-18-30,28-31-19-9-3-10-20-31)40-41(33-23-13-5-14-24-33)34-25-15-6-16-26-34;34-25(35,36)13-1-14(26(37,38)39)6-21(5-13)33(22-7-15(27(40,41)42)2-16(8-22)28(43,44)45,23-9-17(29(46,47)48)3-18(10-23)30(49,50)51)24-11-19(31(52,53)54)4-20(12-24)32(55,56)57;1-2-4-6-8-7-5-3-1;/h2-4,7-12,17-22,29,33-35H,5-6,13-16,23-28H2,1H3;1-12H;1-2,7-8H,3-6H2;/q;-1;;+1/b;;2-1-,8-7-;/t29-,35-;;;/m0.../s1
Inchi Key	BGPHLJWQZLLYML-RDSUWHNOSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1,5-Cyclooctadiene{[dibenzyl((4S,5S)-5-methyl-2-phenyl-4,5-dihydro-4-oxazolyl)methyl]diphenylphosphinite N:P}iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate

Empirical Formula (Hill Notation):	C₇₇H₅₈BF₂₄IrNO₂P
CAS Number:	405235-55-4
Molecular Weight:	1719.25
MDL number:	MFCD06658140
PubChem Substance ID:	329761386
NACRES:	NA.22

sold in collaboration with Solvias AG

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Catalyst for enantioselective hydrogenation of alkenes

Параметры

Quality Level	100,
assay	97%
optical purity	ee: 99%
storage temp.	2-8°C
SMILES string	[Ir+].[CH]1[CH]CC[CH][CH]CC1.C[C@@H]2OC(=N[C@@H]2C(Cc3ccccc3)(Cc4ccccc4)OP(c5ccccc5)c6ccccc6)c7ccccc7.FC(F)(F)c8cc(cc(c8)C(F)(F)F)[B-](c9cc(cc(c9)C(F)(F)F)C(F)(F)F)(c%10cc(cc(c%10)C(F)(F)F)C(F)(F)F)c%11cc(cc(c%11)C(F)(F)F)C(F)(F)F
InChI	1S/C37H34NO2P.C32H12BF24.C8H12.Ir/c1-29-35(38-36(39-29)32-21-11-4-12-22-32)37(27-30-17-7-2-8-18-30,28-31-19-9-3-10-20-31)40-41(33-23-13-5-14-24-33)34-25-15-6-16-26-34;34-25(35,36)13-1-14(26(37,38)39)6-21(5-13)33(22-7-15(27(40,41)42)2-16(8-22)28(43,44)45,23-9-17(29(46,47)48)3-18(10-23)30(49,50)51)24-11-19(31(52,53)54)4-20(12-24)32(55,56)57;1-2-4-6-8-7-5-3-1;/h2-26,29,35H,27-28H2,1H3;1-12H;1-2,7-8H,3-6H2;/q;-1;;+1/b;;2-1-,8-7-;/t29-,35-;;;/m0.../s1
InChI key	RWJSSAILCUYYLD-RDSUWHNOSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1-(p-Tosyl)-(R)-()-3-pyrrolidinol 532150-1G

Empirical Formula (Hill Notation):	C₁₁H₁₅NO₃S
CAS Number:	133034-00-1
Molecular Weight:	241.31
MDL number:	MFCD02683437
PubChem Substance ID:	24877862
NACRES:	NA.22

Параметры

Quality Level	100,
assay	98%
optical activity	[]20/D 26.5°, c = 1 in methanol
mp	61-65 °C (lit.)
SMILES string	Cc1ccc(cc1)S(=O)(=O)N2CC[C@@H](O)C2
InChI	1S/C11H15NO3S/c1-9-2-4-11(5-3-9)16(14,15)12-7-6-10(13)8-12/h2-5,10,13H,6-8H2,1H3/t10-/m1/s1
InChI key	GOIRRXGVYYWCGC-SNVBAGLBSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P261 - P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1-Boc-4-hydroxypiperidine

Empirical Formula (Hill Notation):	C₁₀H₁₉NO₃
CAS Number:	109384-19-2
Molecular Weight:	201.26
Beilstein/REAXYS Number:	7202094
MDL number:	MFCD01075174
PubChem Substance ID:	24872977
NACRES:	NA.22

5 g in glass bottle
25 g in poly bottle

Application

Used in a synthesis of N-heterocyclic alkyl ethers via the Mitsunobu reaction.

Параметры

Quality Level	100,
assay	97%
mp	61-65 °C (lit.)
SMILES string	CC(C)(C)OC(=O)N1CCC(O)CC1
InChI	1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-8(12)5-7-11/h8,12H,4-7H2,1-3H3
InChI key	PWQLFIKTGRINFF-UHFFFAOYSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1-Dicyclohexylphosphino-1-{(S)-{(SP)-2-[(R)-1-(dimethylamino)ethyl]ferrocenyl}phenylphosphino}ferrocene

Empirical Formula (Hill Notation):	C₄₂H₅₃Fe₂NP₂
CAS Number:	952586-19-5
Molecular Weight:	745.51
MDL number:	MFCD18827474
PubChem Substance ID:	329768010

sold in collaboration with Solvias AG

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Параметры

assay	97%, 97%
optical purity	ee: 99%
SMILES string	[Fe].[Fe].[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][C]([CH]2)P(C3CCCCC3)C4CCCCC4.C[C@H]([C]5[CH][CH][CH][C]5P([C]6[CH][CH][CH][CH]6)c7ccccc7)N(C)C
InChI	1S/C20H22NP.C17H26P.C5H5.2Fe/c1-16(21(2)3)19-14-9-15-20(19)22(18-12-7-8-13-18)17-10-5-4-6-11-17;1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;1-2-4-5-3-1;;/h4-16H,1-3H3;7-8,13-16H,1-6,9-12H2;1-5H;;/t16-,22?;;;;/m1..../s1
InChI key	VVRMQHFYVHGFHX-OOGDEREYSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	3

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16-Oxokahweol

Empirical Formula (Hill Notation):	C₁₉H₂₂O₂
CAS Number:	108664-99-9
Molecular Weight:	282.38
MDL number:	MFCD00214109
PubChem Substance ID:	57654488
NACRES:	NA.22

Quality Level	200,
assay	≥98% (HPLC)
storage temp.	−20°C
SMILES string	CC12C=Cc3occc3C1CCC45CC(CCC24)C(=O)C5
InChI	1S/C19H22O2/c1-18-7-5-16-13(6-9-21-16)14(18)4-8-19-10-12(15(20)11-19)2-3-17(18)19/h5-7,9,12,14,17H,2-4,8,10-11H2,1H3/t12-,14+,17-,18+,19+/m0/s1
Inchi Key	ZUHATORLUREVSD-OXQYBPPISA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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17-Methyltestosterone 69240-5G

Empirical Formula (Hill Notation):	C₂₀H₃₀O₂
CAS Number:	58-18-4
Molecular Weight:	302.45
Beilstein/REAXYS Number:	2057425
EC Number:	200-366-3
MDL number:	MFCD00003655
PubChem Substance ID:	57652183
NACRES:	NA.22

Other Notes

Sales restrictions may apply

Параметры

Quality Level	200,
assay	97.0% (HPLC)
optical activity	[]20/D +82±3°, c = 1% in ethanol
drug control	USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada
loss	2% loss on drying
mp	162-168 °C (lit.)
SMILES string	C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChI	1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
InChI key	GCKMFJBGXUYNAG-HLXURNFRSA-N
Gene Information	human ... AR(367) rat ... Ar(24208)

Safety Information

pictograms	GHS08
signalword	Danger
hcodes	H350 - H361
pcodes	P201 - P308 + P313
Personal Protective Equipment	Eyeshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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18-Glycyrrhetinic acid

Empirical Formula (Hill Notation):	C₃₀H₄₆O₄
CAS Number:	471-53-4
Molecular Weight:	470.68
Beilstein/REAXYS Number:	2229654
EC Number:	207-444-6
MDL number:	MFCD00003706
PubChem Substance ID:	24895033
NACRES:	NA.22

18-Glycyrrhetinic acid is a pentacyclic triterpenoid found in the Glycyrrhiza glabra L.(liquorice) roots. It is the key metabolite of glycyrrhizin and glycyrrhizic acid.

Application

The product may be used as a starting material to prepare 18β-glycyrrhetinic acid derivatives, which show anti-inflammatory and antioxidant properties.

Packaging

10, 25 g in poly bottle

Параметры

Quality Level	100,
assay	97%
optical activity	[]22/D +170.0°, c = 1 in chloroform
mp	292-295 °C (lit.)
SMILES string	CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(O)=O
InChI	1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
InChI key	MPDGHEJMBKOTSU-YKLVYJNSSA-N
Gene Information	human ... HSD11B1(3290), HSD11B2(3291) rat ... Hsd11b1(25116), Hsd11b2(25117)

Safety Information

Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point F	Not applicable
Flash Point C	Not applicable

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19-Hydroxy-4-androstene-3,17-dione

Empirical Formula (Hill Notation):	C₁₉H₂₆O₃
CAS Number:	510-64-5
Molecular Weight:	302.41
Beilstein/REAXYS Number:	2567249
EC Number:	208-116-5
MDL number:	MFCD00003616
PubChem Substance ID:	329768062

1 g in glass bottle
100 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Параметры

Quality Level	100,
assay	≥90% (HPLC)
optical activity	[α]/D +190±5°, c = 1 in chloroform
storage temp.	−20°C
SMILES string	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34CO)[C@@H]1CCC2=O
InChI	1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
Inchi Key	XGUHPTGEXRHMQQ-BGJMDTOESA-N

Safety Information

pictograms	GHS08
signalword	Warning
hcodes	H361
pcodes	P281
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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19-Nortestosterone

Empirical Formula (Hill Notation):	C₁₈H₂₆O₂
CAS Number:	434-22-0
Molecular Weight:	274.40
Beilstein/REAXYS Number:	2055849
EC Number:	207-101-0
MDL number:	MFCD00003664
PubChem Substance ID:	57652521
NACRES:	NA.22

19-Nortestosterone, also known as nandrolone or 17β-hydroxy-19-nor-4-androsten-3-one, is an androgenic anabolic steroid (AAS).

Application

19-Nortestosterone can be used as a reactant to prepare:

Fluorescent nandrolone-BODIPY conjugates to study intracellular localization and tracking of nandrolone using fluorescence microscope.
Optically pure hexadecahydrochrysene diastereomers, and chrysene enantiomers.

Other Notes

Sales restrictions may apply

Параметры

Quality Level	200,
assay	99.0% (HPLC)
optical activity	[]20/D +57±2°, c = 1% in chloroform
drug control	USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada
SMILES string	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@H]2O
InChI	1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1
InChI key	NPAGDVCDWIYMMC-IZPLOLCNSA-N
Gene Information	human ... SERPINA6(866), SHBG(6462) rat ... Ar(24208), Nr3c2(25672), Pgr(25154)

Safety Information

pictograms	GHS08
signalword	Danger
hcodes	H351 - H360FD
pcodes	P201 - P308 + P313
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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1S,2S,3R,5S)-(-)-2-(2-Naphthalenemethoxy) isopinocampheol 754641-1G

PubChem Substance ID:	329766445
NACRES:	NA.22

Application

Superior reagent for chiral aldol reactions

Packaging

1 g in glass bottle

Параметры

Quality Level	100,
assay	97%
mp	293-298 °C
storage temp.	2-8°C
InChI	1S/C21H26O2/c1-20(2)17-11-18(20)21(3,19(22)12-17)23-13-14-8-9-15-6-4-5-7-16(15)10-14/h4-10,17-19,22H,11-13H2,1-3H3/t17-,18-,19+,21-/m1/s1
InChI key	NPEWTQVRFLMGHP-WERVVEIQSA-N

Safety Information

pictograms	GHS05,GHS09
signalword	Danger
hcodes	H318 - H400
pcodes	P273 - P280 - P305 + P351 + P338
RIDADR	UN 3077 9 / PGIII
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Bis((4S)-(–)-4-isopropyloxazoline)propane 680192-500MG

Empirical Formula (Hill Notation):	C₁₅H₂₆N₂O₂
CAS Number:	131833-92-6
Molecular Weight:	266.38
MDL number:	MFCD08458310
PubChem Substance ID:	24885545
NACRES:	NA.22

Packaging

500 mg in amber glass bottle

Application

Bisoxazoline ligand - chiral catalyst for asymetric synthesis.

Параметры

Quality Level	100,
assay	96%
optical activity	[]/D -121 to -113°, c = 1% in chloroform
refractive index	n20/D 1.4665
density	0.9864 g/mL at 25 °C
SMILES string	CC(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)C
InChI	1S/C15H26N2O2/c1-9(2)11-7-18-13(16-11)15(5,6)14-17-12(8-19-14)10(3)4/h9-12H,7-8H2,1-6H3/t11-,12-/m1/s1
InChI key	XFZUPCITFHSROM-VXGBXAGGSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H319
pcodes	P305 + P351 + P338
Personal Protective Equipment	Eyeshields,, Gloves,, type ABEK (EN14387) respirator filter,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Bis[(4S)-4-benzyl-2-oxazoline]

Empirical Formula (Hill Notation):	C₂₀H₂₀N₂O₂
CAS Number:	133463-88-4
Molecular Weight:	320.39
Beilstein/REAXYS Number:	4756827
MDL number:	MFCD00191793
PubChem Substance ID:	24865344
NACRES:	NA.22

2,2-Bis[(4S)-4-benzyl-2-oxazoline] can be used as:

A catalyst for the enantioselective hydrosilylation of ketones.
A Schiff base ligand in the preparation of rhodium(I) and palladium(II) coordination complexes.
A ligand in the formation of copper(I) halide complexes; applicable in the synthesis of coordination polymers.

Packaging

250 mg in glass insert
1 g in glass bottle

Параметры

Quality Level	100,
assay	98%
optical activity	[]20/D 40.6°, c = 1 in ethanol
mp	129-132 °C (lit.)
SMILES string	C1OC(=N[C@H]1Cc2ccccc2)C3=N[C@H](CO3)Cc4ccccc4
InChI	1S/C20H20N2O2/c1-3-7-15(8-4-1)11-17-13-23-19(21-17)20-22-18(14-24-20)12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2/t17-,18-/m0/s1
InChI key	OIEQQWQZUYZCRJ-ROUUACIJSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Bis[(R-1,1-binaphthyl-2,2-dimethyl)phosphino]diethylamine 665002-250MG

Empirical Formula (Hill Notation):	C₄₈H₄₁NP₂
CAS Number:	791630-00-7
Molecular Weight:	693.79
MDL number:	MFCD09750438
PubChem Substance ID:	24884705
NACRES:	NA.22

Packaging

250 mg in amber glass bottle

Legal Information

Sold under license from Kanata Chemical Technologies Inc. for research purposes only.

Параметры

optical activity	[]22/D -62°, c = 1 in chloroform
Quality Level	100,
mp	230-236 °C
SMILES string	C(CP1Cc2ccc3ccccc3c2-c4c(C1)ccc5ccccc45)NCCP6Cc7ccc8ccccc8c7-c9c(C6)ccc%10ccccc9%10
InChI	1S/C48H41NP2/c1-5-13-41-33(9-1)17-21-37-29-50(30-38-22-18-34-10-2-6-14-42(34)46(38)45(37)41)27-25-49-26-28-51-31-39-23-19-35-11-3-7-15-43(35)47(39)48-40(32-51)24-20-36-12-4-8-16-44(36)48/h1-24,49H,25-32H2
Inchi Key	VMLOJVKKOABMEO-UHFFFAOYSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Bis[(S-1,1-binaphthyl-2,2-dimethyl)phosphino]diethylamine 665010-250MG

Empirical Formula (Hill Notation):	C₄₈H₄₁NP₂
Molecular Weight:	693.79
MDL number:	MFCD09750438
PubChem Substance ID:	24884706
NACRES:	NA.22

Packaging

250 mg in amber glass bottle

Legal Information

Sold under license from Kanata Chemical Technologies Inc. for research purposes only.

Параметры

Quality Level	100,
assay	97%
mp	230-236 °C
SMILES string	C(CP1Cc2ccc3ccccc3c2-c4c(C1)ccc5ccccc45)NCCP6Cc7ccc8ccccc8c7-c9c(C6)ccc%10ccccc9%10
InChI	1S/C48H41NP2/c1-5-13-41-33(9-1)17-21-37-29-50(30-38-22-18-34-10-2-6-14-42(34)46(38)45(37)41)27-25-49-26-28-51-31-39-23-19-35-11-3-7-15-43(35)47(39)48-40(32-51)24-20-36-12-4-8-16-44(36)48/h1-24,49H,25-32H2
InChI key	VMLOJVKKOABMEO-UHFFFAOYSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]

Empirical Formula (Hill Notation):	C₁₇H₃₀N₂O₂
CAS Number:	131833-93-7
Molecular Weight:	294.43
MDL number:	MFCD00192243
PubChem Substance ID:	24865358
NACRES:	NA.22

Chiral catalyst for asymmetric synthesis. C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Packaging

250 mg in glass bottle

Параметры

assay	99%
optical activity	[]20/D 120°, c = 5 in chloroform
mp	89-91 °C (lit.)
SMILES string	CC(C)(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)(C)C
InChI	1S/C17H30N2O2/c1-15(2,3)11-9-20-13(18-11)17(7,8)14-19-12(10-21-14)16(4,5)6/h11-12H,9-10H2,1-8H3/t11-,12-/m1/s1
Inchi Key	DPMGLJUMNRDNMX-VXGBXAGGSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline]

Empirical Formula (Hill Notation):	C₃₁H₂₆N₂O₂
CAS Number:	139021-82-2
Molecular Weight:	458.55
MDL number:	MFCD00192294
PubChem Substance ID:	24865345
NACRES:	NA.22

C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Packaging

1 g in glass bottle

Параметры

assay	99%
mp	205-208 °C (lit.)
SMILES string	C(C1=N[C@@H]([C@@H](O1)c2ccccc2)c3ccccc3)C4=N[C@@H]([C@@H](O4)c5ccccc5)c6ccccc6
InChI	1S/C31H26N2O2/c1-5-13-22(14-6-1)28-30(24-17-9-3-10-18-24)34-26(32-28)21-27-33-29(23-15-7-2-8-16-23)31(35-27)25-19-11-4-12-20-25/h1-20,28-31H,21H2/t28-,29-,30+,31+/m1/s1
InChI key	BVEHHQYXICTXGR-VKONIRKNSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-Methylenebis[(4S)-4-phenyl-2-oxazoline]

Empirical Formula (Hill Notation):	C₁₉H₁₈N₂O₂
CAS Number:	132098-59-0
Molecular Weight:	306.36
Beilstein/REAXYS Number:	4202633
MDL number:	MFCD00192295
PubChem Substance ID:	24866074
NACRES:	NA.22

C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.
Packaging
1 g in glass bottle
250 mg in glass bottle

Параметры

assay	97%
optical activity	[]20/D ~90°, c = 1 in ethanol
refractive index	n20/D 1.586 (lit.)
bp	131-134 °C/0.01 mmHg (lit.)
density	1.28 g/mL at 25 °C (lit.)
SMILES string	C1OC(CC2=N[C@H](CO2)c3ccccc3)=N[C@H]1c4ccccc4
InChI	1S/C19H18N2O2/c1-3-7-14(8-4-1)16-12-22-18(20-16)11-19-21-17(13-23-19)15-9-5-2-6-10-15/h1-10,16-17H,11-13H2/t16-,17-/m1/s1
InChI key	IUFHJPXOLHSJTC-IAGOWNOFSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	Eyeshields,, Gloves,, type ABEK (EN14387) respirator filter,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	230.0 °F - closed cup
Flash Point C	110 °C - closed cup

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2,2-Methylenebis[(4S)-4-tert-butyl-2-oxazoline]

Empirical Formula (Hill Notation):	C₁₅H₂₆N₂O₂
CAS Number:	132098-54-5
Molecular Weight:	266.38
Beilstein/REAXYS Number:	4190673
MDL number:	MFCD00192290
PubChem Substance ID:	24865343
NACRES:	NA.22

C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.
2,2-Methylenebis[(4S)-4-tert-butyl-2-oxazoline] (BOX ligand) can be used as a C2 symmetric ligand for enantioselective asymmetric catalysis. It easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Packaging

500 mg in glass bottle

Параметры

assay	99%
optical activity	[]20/D 118°, c = 0.5 in chloroform
mp	51-53 °C (lit.)
SMILES string	CC(C)(C)[C@H]1COC(CC2=N[C@H](CO2)C(C)(C)C)=N1
InChI	1S/C15H26N2O2/c1-14(2,3)10-8-18-12(16-10)7-13-17-11(9-19-13)15(4,5)6/h10-11H,7-9H2,1-6H3/t10-,11-/m1/s1
Inchi Key	WCCCBUXURHZPQL-GHMZBOCLSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-[(1R,2R)-(–)-1,2-Cyclohexanediylbis[(E)-(nitrilomethylidyne)]]bis[4-(tert-butyl)-6-(4-morpholinylmethyl)phenol] 673331-250MG

Empirical Formula (Hill Notation):	C₃₈H₅₆N₄O₄
CAS Number:	323193-85-7
Molecular Weight:	632.88
MDL number:	MFCD09265069
PubChem Substance ID:	24885158
NACRES:	NA.22

Параметры

Quality Level	100,
assay	97%
mp	132-140 °C
SMILES string	CC(C)(C)c1cc(CN2CCOCC2)c(O)c(\C=N\[C@@H]3CCCC[C@H]3\N=C\c4cc(cc(CN5CCOCC5)c4O)C(C)(C)C)c1
InChI	1S/C38H56N4O4/c1-37(2,3)31-19-27(35(43)29(21-31)25-41-11-15-45-16-12-41)23-39-33-9-7-8-10-34(33)40-24-28-20-32(38(4,5)6)22-30(36(28)44)26-42-13-17-46-18-14-42/h19-24,33-34,43-44H,7-18,25-26H2,1-6H3/b39-23+,40-24+/t33-,34-/m1/s1
Inchi Key	ZSDPYCVORQDIHQ-DSANSEMASA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-[(1R,2R)-1,2-Cyclohexanediylbis[(E)-(nitrilomethylidyne)]]bis[4-(tert-butyl)-6-(1-piperidinylmethyl)phenol] 673374-250MG

Empirical Formula (Hill Notation):	C₄₀H₆₀N₄O₂
CAS Number:	478282-28-9
Molecular Weight:	628.93
PubChem Substance ID:	329760548
NACRES:	NA.22

Application

2,2-[(1R,2R)-1,2-Cyclohexanediylbis[(E)-(nitrilomethylidyne)]]bis[4-(tert-butyl)-6-(1-piperidinylmethyl)phenol] can be used to prepare the piperidine salen-titanium metal complex, which is applicable as a catalyst in the alkylations of -ketoesters using dialkylzinc.

Packaging

250 mg in amber glass bottle

Параметры

Quality Level	100,
assay	97%
mp	69-78 °C
SMILES string	CC(C)(C)c1cc(CN2CCCCC2)c(O)c(\C=N\[C@@H]3CCCC[C@H]3\N=C\c4cc(cc(CN5CCCCC5)c4O)C(C)(C)C)c1
InChI	1S/C40H60N4O2/c1-39(2,3)33-21-29(37(45)31(23-33)27-43-17-11-7-12-18-43)25-41-35-15-9-10-16-36(35)42-26-30-22-34(40(4,5)6)24-32(38(30)46)28-44-19-13-8-14-20-44/h21-26,35-36,45-46H,7-20,27-28H2,1-6H3/b41-25+,42-26+/t35-,36-/m1/s1
InChI key	QWZFCHMBYWXSLV-RUMICSQKSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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2,2-[(1S,2S)-(+)-1,2-Cyclohexanediylbis[(E)-(nitrilomethylidyne)]]bis[4-(tert-butyl)-6-(4-morpholinylmethyl)phenol] 673358-250MG

Empirical Formula (Hill Notation):	C₃₈H₅₆N₄O₄
CAS Number:	1189364-85-9
Molecular Weight:	632.88
MDL number:	MFCD09265070
PubChem Substance ID:	24885159
NACRES:	NA.22

Параметры

Quality Level	100,
assay	97%
mp	132-140 °C
SMILES string	CC(C)(C)c1cc(CN2CCOCC2)c(O)c(\C=N\[C@H]3CCCC[C@@H]3\N=C\c4cc(cc(CN5CCOCC5)c4O)C(C)(C)C)c1
InChI	1S/C38H56N4O4/c1-37(2,3)31-19-27(35(43)29(21-31)25-41-11-15-45-16-12-41)23-39-33-9-7-8-10-34(33)40-24-28-20-32(38(4,5)6)22-30(36(28)44)26-42-13-17-46-18-14-42/h19-24,33-34,43-44H,7-18,25-26H2,1-6H3/b39-23+,40-24+/t33-,34-/m0/s1
Inchi Key	ZSDPYCVORQDIHQ-JNQSWXLUSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable