(R)-(+)-2-Methyl-CBS-oxazaborolidine solution
Empirical Formula (Hill Notation): | C18H20BNO |
CAS Number: | 112022-83-0 |
Molecular Weight: | 277.17 |
MDL number: | MFCD00078440 |
PubChem Substance ID: | 24869385 |
NACRES: | NA.22 |
Кат. номер |
457698-5ML |
457698-25ML |
(
R)-(+)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the asymmetric borane reduction of perfluoroalkyl ketones.
It may also be used in the preparation of:
- (-)-diospongin B
- (1R)-2-azido-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
- (S)--deuteriobenzyl alcohol
- (3S,4R,5S)-1-(trimethylsilyl)-4,5-epoxyhex-1-yn-3-ol
Excellent catalyst of asymmetric reductions.
The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of -hydroxy acids, -amino acids,
C2 symmetrical ferrocenyl diols, and propargyl alcohols.
Used in a desymmetrizing reduction leading to (
S)-4-hydroxycyclohexenone.
CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis,
5 mL in glass bottle
25 mL in Sure/Seal™
Precipitate may form in storage, but does not affect product quality. Gently heat product to 80−90 °C under an inert atmosphere to redissolve solids.
Quality Level | 200, |
concentration | 1 M in toluene |
bp | 111 °C |
density | 0.95 g/mL at 25 °C |
storage temp. | room temp |
SMILES string | [H][C@]12CCCN1B(C)OC2(c3ccccc3)c4ccccc4 |
InChI | 1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m1/s1 |
Inchi Key | VMKAFJQFKBASMU-QGZVFWFLSA-N |
pictograms | GHS02,GHS07,GHS08 |
signalword | Danger |
hcodes | H225 - H304 - H315 - H336 - H361d - H373 - H412 |
pcodes | P201 - P210 - P273 - P301 + P310 + P331 - P302 + P352 - P308 + P313 |
Target Organs | Central nervous system |
Personal Protective Equipment | Eyeshields,, Faceshields,, Gloves,, type ABEK (EN14387) respirator filter, |
RIDADR | UN1294 - class 3 - PG 2 - Toluene, solution |
WGK Germany | WGK 3 |
Flash Point F | 39.2 °F - closed cup |
Flash Point C | 4 °C - closed cup |