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520160

Shi Epoxidation Diketal Catalyst

greener alternative

98%

Synonym(s):

1,2:4,5-Di-O-isopropylidene-β-D-erythro-2,3-hexodiulo-2,6-pyranose

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About This Item

Empirical Formula (Hill Notation):
C12H18O6
CAS Number:
18422-53-2
Molecular Weight:
258.27
NACRES:
NA.22
PubChem Substance ID:
24874093
UNSPSC Code:
12352005
MDL number:
MFCD11865369
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Quality Segment

100

assay

98%

optical activity

[α]20/D −120.9°, c = 1 in chloroform

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

102-104 °C (lit.)

functional group

ether, ketal, ketone

greener alternative category

, Aligned

SMILES string

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

General description

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.

Application

This organocatalyst is able to epoxidize trans alkenes and certain cis alkenes with good to excellent yields and selectivities.
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

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

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