124040-30-8

Basic information

• Product Name: methyl 2,3-di-O-benzyl-α-D-glucopyranoside 4,6-cyclic sulfate
• CAS NO: 124040-30-8
• Molecular Weight: 436.483
• Mol File: 124040-30-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 2,3-di-O-benzyl-α-D-glucopyranoside 4,6-cyclic sulfate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3-di-O-benzyl-α-D-glucopyranoside 4,6-cyclic sulfate(124040-30-8)
• EPA Substance Registry System: methyl 2,3-di-O-benzyl-α-D-glucopyranoside 4,6-cyclic sulfate(124040-30-8)

Safety Data

• Hazardous Substances Data: 124040-30-8(Hazardous Substances Data)

Upstream product

• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 16475-29-9 phenylchlorosulfate 

Relevant articles and documents

Applications of Cyclic Sulfates of vic-Diols: Synthesis of Episulfides, Olefins, and Thio Sugars

A new efficient and expeditious one-pot synthesis of thiiranes and olefins from cyclic sulfates of inc-diols is described. Opening of cyclic sulfates with potassium thioacetate or potassium thiocyanate followed by treatment with sodium methoxide led to ep

REACTIONS OF PHENYL CHLOROSULFATE AT OH-1, -4, AND -6 OF ALDOHEXOPYRANOSE DERIVATIVES. FORMATION OF 1,2-OXAZOLINE AND 4,6-CYCLIC SULFATE RINGS

In the reaction of phenyl chlorosulfate-sodium hydride with compounds having both OH-4 and OH-6 free, as in methyl 2,3-di-O-benzylaldohexopyranosides, either regioselective substitution of the primary hydroxyl group occurs, or a 4,6-cyclic sulfate is formed, depending on the experimental conditions.The addition of a 6-(phenylsulfate) substituent to the di-O-benzylglycosides appears to cause little or no interference with disaccharide synthesis at the nearby O-4 atom.Conformations of both cis- and trans-fused types of 4,6-cyclic sulfates are discussed.At an unsubstituted anomeric center, the course of reaction by phenyl chlorosulfate is determined by neighboring-group participation possibilities, and the strong leavinggroup affinity of a phenylsulfate substituent.This is demonstrated by a 60percent conversion of 2-acetamido-4,6-O-benzylidene-2-deoxy-D-glucopyranose into the corresponding 1,2-oxazoline derivative, in contrast to the formation of a mixture of anomeric glycosides and (11) disaccharide when the O-2 substituent is benzyl.