848850-47-5

Basic information

• Product Name: 1,6-di-O-acetyl-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose
• Synonyms: 1,6-di-O-acetyl-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose
• CAS NO: 848850-47-5
• Molecular Weight: 842.038
• Mol File: 848850-47-5.mol

Chemical Properties

• CAS DataBase Reference: 1,6-di-O-acetyl-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-di-O-acetyl-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose(848850-47-5)
• EPA Substance Registry System: 1,6-di-O-acetyl-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose(848850-47-5)

Safety Data

• Hazardous Substances Data: 848850-47-5(Hazardous Substances Data)

Upstream product

• 88261-51-2 1,6-anhydro-2-azide-4-O-(tert-buthyldimethylsilyl)-2-deoxy-β-D-glucopyranose 
• 100-39-0 benzyl bromide 
• 55682-57-0 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 848850-42-0 1,6-anhydro-2-azido-2-deoxy-3-O-benzyl-4-O-(tert-butyldimethylsilyl)-β-D-glucopyranose 
• 848850-44-2 1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose 
• 108-24-7 acetic anhydride 

Relevant articles and documents

α:β Selectivity in the synthesis of 3-substituted, 4-methyl umbelliferone glycosides of N-acetyl glucosamine and chitobiose

The influence of phenolic acceptor nucleophilicity; for example, 3-substituted, 4-methylumbelliferones, and glycosyl donor electrophilicity; for example, 3- and 4-substituted N-acetylglucosamines, on glycosylation stereochemistry has been evaluated. In a systematic comparison, the stereochemical outcome as well as the reaction yield appeared to be influenced by the 3- and 4-substituents of the donor as well as the 3-substituent of the aryl acceptor. In the context of synthesizing a fluorogenic substrate for oligosaccharyltransferase, an α-glycoside was desired. Although most acceptor-donor pairs led to predominantly or exclusively the β-glycoside, reaction of the most activated (3,4-di-O-benzyl) donor and the least nucleophilic acceptor (3-Br), resulted in a 1:1 ratio of α,β arylglycosides.