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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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关于此项目

经验公式（希尔记法）:
C12H18O6
化学文摘社编号:
18422-53-2
分子量:
258.27
MDL编号:
MFCD11865369
UNSPSC代码:
12352005
PubChem化学物质编号:
24874093
NACRES:
NA.22

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质量水平

100

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.)

官能团

ether
ketal
ketone

环保替代产品分类

, Aligned

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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相关类别

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.

储存分类代码

11 - Combustible Solids

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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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCR2121
MKCN5614
MKCH5091
MKBZ2968V
MKBV1547V

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Shu, L.; Shi, Y.
Tetrahedron, 57, 5213-5213 (2001)
Tu, Y. et al.
Journal of the American Chemical Society, 118, 9806-9806 (1996)
Frohn, M.; Shi, Y.
Synthesis, 1979-1979 (2000)
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
Wang, Z.-X. et al.
Journal of the American Chemical Society, 119, 11224-11224 (1997)
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商品

Asymmetric Epoxidation Using Shi Catalyst

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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