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649317

(R)-(+)-2-Methyl-CBS-oxazaborolidine

Name: (<I>R</I>)-(+)-2-Methyl-CBS-oxazaborolidine
Brand: ALDRICH

Synonym(s):

(R)-1-Methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole, (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole, (R)-Me-Corey-Bakshi-Shibata catalyst

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₀BNO

CAS Number:

112022-83-0

Molecular Weight:

277.17

NACRES:

NA.22

PubChem Substance ID:

24883644

UNSPSC Code:

12352005

MDL number:

MFCD00078440

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Properties

assay

≥90%

Quality Level

100

form

solid

mp

85-95 °C (lit.)

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-/m1/s1

InChI key

VMKAFJQFKBASMU-QGZVFWFLSA-N

Description

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.

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302,H318

pcodes

P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P501

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

CBS Catalysts

we are pleased to offer both enatiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1M solution in toluene.

Asymmetric Catalysis with Chiral Oxazaborolidinium Ions (COBIs)

Learn about the applications of chiral oxazaborolidinium ions (COBIs) as Lewis acid catalysts in different asymmetric reactions such as cyclopropanation, epoxidation, and radical reactions along with details of their catalytic action.

Sing, V. K.

Synthesis, 605-605 (1992)

Current Science, 78, 1314-1317 (2000)

Corey, E. J. et al.

Journal of the American Chemical Society, 109, 5551-5551 (1987)

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Global Trade Item Number

SKU	GTIN
649317-10G	04061832731469
649317-1G	04061832731476