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Merck
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文件

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:
18422-53-2
分子量:
258.27
MDL號碼:
MFCD11865369
分類程式碼代碼:
12352005
PubChem物質ID:
24874093
NACRES:
NA.22

品質等級

100

化驗

98%

光學活性

[α]20/D −120.9°, c = 1 in chloroform

環保替代產品特色

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

102-104 °C (lit.)

環保替代類別

, Aligned

SMILES 字串

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 密鑰

IVWWFWFVSWOTLP-RWYTXXIDSA-N

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一般說明

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.

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

分析证书(COA)

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F0127

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Sigma-Aldrich

569747

Grubbs Catalyst® M204

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

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.

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.

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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