100432-86-8

Basic information

• Product Name: 1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
• Synonyms: 1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
• CAS NO: 100432-86-8
• Molecular Weight: 456.471
• Mol File: 100432-86-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose(100432-86-8)
• EPA Substance Registry System: 1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose(100432-86-8)

Safety Data

• Hazardous Substances Data: 100432-86-8(Hazardous Substances Data)

Upstream product

• 604-69-3 β-D-glucose pentaacetate 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 

Downstream Products

• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 4451-35-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl chloride 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 129715-13-5 2,6-Dimethoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 129715-12-4 2,6-Dimethylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 7234-32-4 (2,6-dimethyl-phenyl)-β-D-glucopyranoside 
• 56650-22-7 (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 6605-39-6 cyclohexyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 74808-17-6 methyl 6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 71692-91-6 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 10343-13-2 benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 

Relevant articles and documents

Simple and efficient method for the oxidation of sulfides to sulfoxides: Application to the preparation of glycosyl sulfoxides

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Selective oxidation of glycosyl sulfides to sulfoxides with sodium hypochlorite and catalyzed by metalloporphyrins

An efficient and selective method for oxidation of glycosyl sulfides to the corresponding glycosyl sulfoxides with metalloporphyrins as catalysts and sodium hypochlorite as oxidant was achieved under mild conditions. High chemoselectivity and diastereomeric excesses were obtained. Both acid-labile protected groups and carbon-carbon double bonds of allyl groups tolerated under these conditions. Copyright Taylor & Francis Group, LLC.

Fast and selective oxidation of thioglycosides to glycosyl sulfoxides using KF/m-CPBA

A very fast and selective oxidation of thioglycosides to glycosyl sulfoxides has been achieved using KF/m-CPBA in CH3CN-H2O. This protocol has many advantages compared to the currently available methodologies for this transformation