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457701

(S)-(−)-2-Methyl-CBS-oxazaborolidine solution

1 M in toluene

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Synonym(s):

α,α-Diphenyl-L-prolinol methylboronic acid cycl-amide ester, (S)-1-Methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2c][1,3,2]oxazaborole, (S)-3,3-Diphenyl-1-methyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (S)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole

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Size/SKUAvailabilityPrice
5 mL
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$116.00
25 mL
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$396.00

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:

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Quality Segment

concentration

1 M in toluene

bp

111 °C

density

0.929 g/mL at 25 °C

functional group

phenyl

storage temp.

room temp

SMILES string

CB1OC([C@@H]2CCCN12)(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

(S)-(-)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the multi-step synthesis of (-)-diospongin A.
It may also be used in the preparation of:
  • (1S)-2-azido-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
  • (R)-α-deuteriobenzyl alcohol
  • (R)-2-(1-hydroxyethyl)benzo[b]thiophene
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.
Excellent catalyst for asymmetric reductions.
Catalyst employed in an enantioselective synthesis of (S)-2-amino-1-phenylethanol.

Other Notes

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.

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This Item
674648649309190438
description

1 M in toluene

description

1 M in THF

description

≥95%

description

98%, optical purity ee: 99% (HPLC)

functional group

phenyl

functional group

phenyl

functional group

phenyl

functional group

phenyl, hydroxyl, amine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

density

0.929 g/mL at 25 °C

density

0.942 g/mL at 25 °C

density

-

density

-

bp

111 °C

bp

-

bp

-

bp

-

concentration

1 M in toluene

concentration

1 M in THF

concentration

-

concentration

-


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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

39.2 °F - closed cup

Flash Point (°C)

4 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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