CN

678503

Sigma-Aldrich

(+)-Ipc2B(烯丙基)硼烷

1 M in pentane

别名:
(+)-B-二异松莰烯基烯丙基硼
线性分子式:
(C10H17)2BCH2CH=CH2
CAS号:
分子量:
326.37
PubChem化学物质编号:
NACRES:
NA.22

质量水平

100

旋光性

[α]20/D +14°, c = 1 in pentane

浓度

1 M in pentane

bp

35-36 °C

密度

0.735 g/mL at 25 °C

储存温度

−20°C

SMILES string

C[C@@H]1[C@H](C[C@H]2C[C@@H]1C2(C)C)B(CC=C)[C@H]3C[C@H]4C[C@@H]([C@@H]3C)C4(C)C

InChI

1S/C23H39B/c1-8-9-24(20-12-16-10-18(14(20)2)22(16,4)5)21-13-17-11-19(15(21)3)23(17,6)7/h8,14-21H,1,9-13H2,2-7H3/t14-,15-,16+,17+,18-,19-,20-,21-/m0/s1

InChI key

ZIXZBDJFGUIKJS-AXSQLCHVSA-N

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一般描述

http://www.sigmaaldrich.com/ifb/acta/v35/acta-vol35-2002.html#32

包装

5, 25 mL in ampule

应用

This allylboration reagent is a convenient, salt-free, stable solution of a chiral allyl borane for asymmetric allylation of aldehydes leading to chiral homoallylic alcohols.

其他说明

本品冷却储藏时可能会变浑浊,不影响使用
Under refrigerator storage, these salt-free, Ipc2B(allyl) reagents do not show any appreciable decrease in selectivity is observed after several months. They exhibit excellent reactivity and reactions can be performed at 5°C, even in water.

警示用语:

Danger

个人防护装备

Eyeshields, Faceshields, Gloves

RIDADR

UN1265 - class 3 - PG 2 - Pentanes solution

WGK Germany

WGK 3

闪点(F)

-56.2 °F

闪点(C)

-49 °C

分析证书

原产地证书 (CofO)

Chemoenzymatic synthesis of spinosyn A
Kim, Hak Joong, et al.
Angewandte Chemie (International Edition in English), 53.49, 13553-13557 (2014)
Total synthesis of hyptolide
Chakraborty, Tushar Kanti, and Subhas Purkait.
Tetrahedron Letters, 49.38, 5502-5504 (2008)
Total syntheses of epothilones A and B via a macrolactonization-based strategy
Nicolaou KC, et al.
Journal of the American Chemical Society, 119.34, 7974-7991 (1997)
Concise total syntheses of epothilone A and C based on alkyne metathesis
Furstner, Alois, Christian Mathes, and Karol Grela.
Chemical Communications (Cambridge, England), 12, 1057-1059 (2001)
Total synthesis of epothilone A: the olefin metathesis approach.
Yang Z, et al.
Angewandte Chemie (International Edition in English), 36(1-2), 166-168 (1997)
技术文章
Asymmetric allylboration of aldehydes is an extremely important method for preparation of homoallylic alcohols, as evidenced in numerous complex natural product syntheses.
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