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Merck
CN

659851

Sigma-Aldrich

环丙基硼酸频哪醇酯

96%

别名:

2-环丙基-4,4,5,5-四甲基-1,3,2-二恶硼烷

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About This Item

经验公式(希尔记法):
C9H17BO2
分子量:
168.04
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

96%

折射率

n20/D 1.433

bp

146 °C

密度

0.922 g/mL at 25 °C

SMILES字符串

CC1(C)OB(OC1(C)C)C2CC2

InChI

1S/C9H17BO2/c1-8(2)9(3,4)12-10(11-8)7-5-6-7/h7H,5-6H2,1-4H3

InChI key

XGBMQBPLWXTEPM-UHFFFAOYSA-N

应用

Cyclopropylboronic acid pinacol ester can be used:
  • As a cyclopropylating reagent in the study of thiophenol S-cyclopropylation, catalyzed by copper(II) acetate.
  • In one of the key synthetic steps for the preparation of 5-lipoxygenase activating protein (FLAP) inhibitor.

象形图

Flame

警示用语:

Warning

危险声明

预防措施声明

危险分类

Flam. Liq. 3

WGK

WGK 3

闪点(°F)

104.0 °F

闪点(°C)

40 °C

个人防护装备

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

法规信息

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Emeline Benoit et al.
Beilstein journal of organic chemistry, 15, 1162-1171 (2019-07-12)
The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as
Keith R Fandrick et al.
The Journal of organic chemistry, 80(3), 1651-1660 (2015-01-07)
A practical sequence involving a noncryogenic stereospecific boronate rearrangement followed by a robust formylation with an in situ generated DCM anion has been developed for the asymmetric construction of an all-carbon quaternary stereogenic center of a FLAP inhibitor. The key

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