58781-26-3

Basic information

• Product Name: 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside
• Synonyms: 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside
• CAS NO: 58781-26-3
• Molecular Weight: 1063.3
• Mol File: 58781-26-3.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside(58781-26-3)
• EPA Substance Registry System: 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside(58781-26-3)

Safety Data

• Hazardous Substances Data: 58781-26-3(Hazardous Substances Data)

Upstream product

• 25320-59-6 tetra-O-benzyl glucopyranosyl chloride 
• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 80-97-7 Cholestanol 
• 77988-16-0 benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-6)-2,4-di-O-benzyl-α-D-glucopyranoside 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 139608-10-9 methyl 2,3,6-tri-O-benzyl-4-O-isopropenyl-α-D-glucopyranoside 
• 89825-08-1 2,3,4,6-tetra-O-benzyl-1-O-trimethylsilyl-α,β-D-glucopyranose 
• 108-93-0 cyclohexanol 
• 872123-62-1 2,4-dinitro-6-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-mannopyranose 
• 90357-89-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside 
• 53270-14-7 benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 60-12-8 2-phenylethanol 

Downstream Products

• 1442888-53-0 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1→1)-2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 1442888-57-4 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1→1)-6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 827026-15-3 (E)-3-[(2R,3R,4S,5R,6R)-6-((2R,3R,4S,5R,6R)-6-Azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl]-N-octyl-acrylamide 
• 827026-12-0 6-azido-2,2',3,3',4,4',6'-hepta-O-benzyl-6-deoxy-α,α'-trehalose 
• 827026-14-2 (E)-3-[(2R,3R,4S,5R,6R)-6-((2R,3R,4S,5R,6R)-6-Azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl]-acrylic acid methyl ester 
• 827026-13-1 6'-azido-2,2',3,3',4,4'-hexa-O-benzyl-6'-deoxy-α-D-trehalose 
• 103128-35-4 2,3,4,2’,3’,4’,6’-hepta-O-benzyl-α,α’-trehalose 
• 99-20-7 TREHALOSE 

Relevant articles and documents

Synthesis of N-Glycosides.Formation of Glucosylamine by Reaction of 2,3,4,6-Tetra-O-benzyl-D-glucopyranose with Acetonitrile in the Presence of Trifluoromethanesulfonic Anhydride

The synthesis of glucosylamine by reaction of 2,3,4,6-tetra-O-benzyl-D-glucopyranose with acetonitrile in the presence of trifluoromethanesulfonic anhydride was shown to proceed through an intermediate oxazoline.

Dehydrative Glycosylation Enabled by a Comproportionation Reaction of 2-Aryl-1,3-dithiane 1-Oxide?

A new dehydrative glycosylation reaction has been established by capitalizing on the comproportionation reaction of 2-aryl-1,3-dithiane 1-oxides promoted by triflic anhydride (Tf2O). By wedding the high potency of thiophilic promoter system with the step efficiency of dehydrative glycosylation, this reagent underwent facile intermolecular oxothio acetalization with C1-hemiacetal donor to install a temporary leaving group, rendering a transient electrophilic center at the remote site to the anomeric position. The sulfenyl triflate tethered at the terminus concomitantly activated the sulfide intramolecularly to afford the oxocarbenium ion, thereby facilitating the title glycosylation. Aside from accommodating broad range functional groups and inactive hemiacetal substrates, the present activation protocol also proved expedient for 1,3-diol protection. Most importantly, this method further provided a fresh perspective for the application of sulfur chemistry to carbohydrate chemistry.

Formation of O-glycosidic linkages from 1-hydroxy sugars by bismuth(III) triflate-catalyzed dehydrative glycosidation

This paper describes the direct formation of various O-glycosidic linkages from 1-hydroxy sugars by bismuth(III) triflate-catalyzed dehydrative glycosidation. The condensation reactions of 1 -hydroxy sugars with some primary alcohols in the presence of on