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Merck
CN

520160

Sigma-Aldrich

D-1,2:4,5-二邻异丙二烯-B-D-红-2,-己基

greener alternative

98%

别名:

1,2:4,5-二-O-异亚丙基-β-D-赤式-2,3-二酮-2,6-吡喃糖

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About This Item

经验公式(希尔记法):
C12H18O6
CAS号:
分子量:
258.27
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

旋光性

[α]20/D −120.9°, c = 1 in chloroform

环保替代产品特性

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

102-104 °C (lit.)

环保替代产品分类

SMILES字符串

CC1(C)O[C@@H]2CO[C@]3(COC(C)(C)O3)C(=O)[C@@H]2O1

InChI

1S/C12H18O6/c1-10(2)15-6-12(18-10)9(13)8-7(5-14-12)16-11(3,4)17-8/h7-8H,5-6H2,1-4H3/t7-,8-,12+/m1/s1

InChI key

IVWWFWFVSWOTLP-RWYTXXIDSA-N

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一般描述

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

应用

Highly selective and active organocatalyst for the asymmetric epoxidation of alkenes with hydrogen peroxide. Green epoxidation catalyst of choice according to Glaxo-Smith-Kline's reagent guide.

An Efficient Catalytic Asymmetric Epoxidation Method

Use of an Iridium-Catalyzed Redox-Neutral Alcohol-Amine Coupling on Kilogram Scale for the Synthesis of a GlyT1 Inhibitor
This organocatalyst is able to epoxidize trans alkenes and certain cis alkenes with good to excellent yields and selectivities.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

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Yian Shi
Accounts of chemical research, 37(8), 488-496 (2004-08-18)
Chiral ketones have been shown to be effective organocatalysts for asymmetric epoxidation of olefins with broad substrate scope. High enantioselectivity has been obtained for a wide variety of trans and trisubstituted olefins, as well as a number of cis olefins
Tu, Y. et al.
Journal of the American Chemical Society, 118, 9806-9806 (1996)
Frohn, M.; Shi, Y.
Synthesis, 1979-1979 (2000)
Wang, Z.-X. et al.
Journal of the American Chemical Society, 119, 11224-11224 (1997)
Shu, L.; Shi, Y.
Tetrahedron, 57, 5213-5213 (2001)

商品

Catalytic asymmetric epoxidation of alkenes has been the focus of many research efforts over the past two decades, the best known methods probably being those developed by Sharpless and Jacobsen-Katsuki.

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