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

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

1 M in THF

Synonym(s):

α,α-Diphenyl-D-prolinolmethylboronic acid cyclamide ester, (R)-1-Methyl,3,3-diphenyl-tetrahydro-pyrrolo(1,2-c)(1,3,2)oxazaborole, (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole

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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:

24885228

UNSPSC Code:

12352005

MDL number:

MFCD00078440

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Properties

optical activity

[α]22/D +76.8°, c = 1 in toluene

Quality Level

100

concentration

1 M in THF

refractive index

n20/D 1.4602

density

0.942 g/mL at 25 °C

functional group

phenyl

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

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