649309
(S)-(−)-2-Methyl-CBS-oxazaborolidine
≥95%
Synonym(s):
(S)-2-methyl-CBS-oxazaborolidine, (S)-CBS reagent, (S)-Me-CBS, (S)-Methyl-CBS
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About This Item
Empirical Formula (Hill Notation):
C18H20BNO
CAS Number:
Molecular Weight:
277.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Quality Level
assay
≥95%
form
solid
functional group
phenyl
SMILES string
CB1OC(C2CCCN12)(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-/m0/s1
InChI key
VMKAFJQFKBASMU-KRWDZBQOSA-N
Application
The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2-symmetrical ferrocenyl diols, and propargyl alcohols.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Corey, E. J. et al.
Journal of the American Chemical Society, 109, 5551-5551 (1987)
Asymmetric Reduction. A Convenient Method for the Reduction of Alkynyl Ketones.
Kathlyn A. Parker et al.
The Journal of organic chemistry, 61(9), 3214-3217 (1996-05-03)
Angewandte Chemie (International Edition in English), 37, 1986-1986 (1998)