367946-92-7

Basic information

• Product Name: tert-butyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside
• Synonyms: tert-butyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside
• CAS NO: 367946-92-7
• Molecular Weight: 596.764
• Mol File: 367946-92-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: tert-butyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside(367946-92-7)
• EPA Substance Registry System: tert-butyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside(367946-92-7)

Safety Data

• Hazardous Substances Data: 367946-92-7(Hazardous Substances Data)

Upstream product

• 214333-67-2 (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)methylene acetate 
• 75-65-0 tert-butyl alcohol 
• 34272-03-2 propargyl β-D-glucopyranoside 
• 604-69-3 β-D-glucose pentaacetate 
• 194088-16-9 1-O-propargyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 214333-70-7 2-oxopropyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 34272-02-1 1-O-propargyl 2,3,4,6-tetra-O-acetyl-β-D-glucose 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 838888-66-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl N-trichloroacetylcarbamate 
• 38184-10-0 phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 367947-02-2 2,4-dinitro-6-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 208466-14-2 Phosphorous acid dimethyl ester (3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 104550-44-9 1-O-mesyl-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose 

Relevant articles and documents

Electrochemical Glycosylation Method

Hydroxyl-protected and -unprotected glycosyl aryloxides react with alcohols under mild electrolytic conditions to give the corresponding glycosides.

Glycosyl trichloroacetylcarbamate: A new glycosyl donor for O-glycosylation

Glycosyl trichloroacetylcarbamates, readily obtained by reacting 1-hydroxy sugars with trichloroacetylisocyanate, have been found as excellent glycosyl donors, and the corresponding O-glycosides are formed in good to excellent yields with a fairly good degree of selectivity.

A new, efficient glycosylation method for oligosaccharide synthesis under neutral conditions: Preparation and use of new DISAL donors

Efficient, stereoselective glycosylation methods are required for the synthesis of complex oligosaccharides as tools in glycobiology. All glycosylation methods, which have found wide acceptance, rely on Lewis acid activation of glycosyl donors prior to glycosylation. Here, we present a new and efficient method for glycosylation under neutral or mildly basic conditions. Glycosides of methyl 2-hydroxy-3,5-dinitrobenzoate (DISAL) and its para regioisomer, methyl 4-hydroxy-3,5-dinitrobenzoate, were prepared by nucleophilic aromatic substitution. In a first demonstration of their potential as glycosyl donors, stereospecific glycosylation of methanol was achieved. In the glycosylation of more hindered alcohols, the β-donor proved more reactive, and α-glucosides were predominantly formed. Glycosylation of protected monosaccharides, with free 6-0H or 3-OH, proceeded smoothly in 1-methyl-2-pyrrolidinone (NMP) at 40-60 °C in the absence of Lewis acids and bases in good to excellent yields. Glycosylation of 3-OH gave the α-linked disaccharide only.