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Merck
CN

654299

Sigma-Aldrich

(R)-(+)-邻甲苯基-CBS-噁唑硼烷 溶液

0.5 M in toluene

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别名:
(R)-3,3-二苯基-1-邻甲苯基-四氢吡咯并(1,2,c)(1,3,2)噁唑硼烷
经验公式(希尔记法):
C24H24BNO
分子量:
353.26
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

浓度

0.5 M in toluene

折射率

n20/D 1.514

密度

0.900 g/mL at 25 °C

SMILES字符串

[H][C@]12CCCN1B(OC2(c3ccccc3)c4ccccc4)c5ccccc5C

InChI

1S/C24H24BNO/c1-19-11-8-9-16-22(19)25-26-18-10-17-23(26)24(27-25,20-12-4-2-5-13-20)21-14-6-3-7-15-21/h2-9,11-16,23H,10,17-18H2,1H3/t23-/m1/s1

InChI key

XHMKFCAQQGBIPZ-HSZRJFAPSA-N

应用

手性噁唑硼烷与三氟甲磺酰亚胺进行质子化反应时,可生成手性路易斯酸,已证实这种酸非常适用于对映选择性 Diels-Alder 反应。

警示用语:

Danger

危险分类

Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

靶器官

Central nervous system

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

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

法规信息

危险化学品
易制毒化学品(3类)

分析证书(COA)

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Do Hyun Ryu et al.
Journal of the American Chemical Society, 125(21), 6388-6390 (2003-06-06)
The strong acid triflimide ((CF3SO2)2NH) protonates chiral oxazaborolidines to form superactive, stable, chiral Lewis acids which are highly effective catalysts for a wide variety of enantioselective Diels-Alder reactions, documented herein by more than 20 examples.
Santanu Mukherjee et al.
Organic letters, 12(3), 632-635 (2010-01-13)
Diels-Alder reactions of various combinations of maleimides and 1,3-dienes with cationic oxazaborolidines as catalysts have been shown to be highly efficient and enantioselective.
Stemmler, R.T.
Synlett, 997-997 (2007)

商品

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.

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