(R)-(+)-邻甲苯基-CBS-噁唑硼烷溶液

Name: (<I>R</I>)-(+)-邻甲苯基-CBS-噁唑硼烷 溶液
Brand: ALDRICH

0.5 M in toluene

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

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关于此项目

经验公式（希尔记法）:

C₂₄H₂₄BNO

化学文摘社编号:

865812-10-8

分子量:

353.26

NACRES:

NA.22

PubChem Substance ID:

24884025

UNSPSC Code:

12352005

MDL number:

MFCD07369781

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产品名称

(R)-(+)-邻甲苯基-CBS-噁唑硼烷溶液, 0.5 M in toluene

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

SMILES string

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

InChI key

XHMKFCAQQGBIPZ-HSZRJFAPSA-N

concentration

0.5 M in toluene

refractive index

n20/D 1.514

density

0.900 g/mL at 25 °C

functional group

phenyl

Application

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。

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis

pictograms

GHS02,GHS08,GHS07

signalword

Danger

hcodes

H225,H304,H315,H336,H361d,H373,H412

pcodes

P201 - P210 - P273 - P301 + P310 + P331 - P302 + P352 - P308 + P313

Hazard Classifications

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

target_organs

Central nervous system

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

39.2 °F - closed cup

flash_point_c

4 °C - closed cup

ppe

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）

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分析证书(COA)

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Triflimide activation of a chiral oxazaborolidine leads to a more general catalytic system for enantioselective Diels-Alder addition.

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.

Highly enantioselective Diels-Alder reactions of maleimides catalyzed by activated chiral oxazaborolidines.

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

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.

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(R)-(+)-邻甲苯基-CBS-噁唑硼烷溶液

0.5 M in toluene