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About This Item
经验公式(希尔记法):
C9H17BO2
CAS号:
分子量:
168.04
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
96%
折射率
n20/D 1.433
沸点
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.
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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