86883-48-9

Basic information

• Product Name: methyl 6-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• Synonyms: methyl 6-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS NO: 86883-48-9
• Molecular Weight: 867.049
• Mol File: 86883-48-9.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: methyl 6-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 6-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside(86883-48-9)
• EPA Substance Registry System: methyl 6-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside(86883-48-9)

Safety Data

• Hazardous Substances Data: 86883-48-9(Hazardous Substances Data)

Upstream product

• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 78687-40-8 methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside 
• 91078-59-0 1-O-trimethylsilyl-2,3,5-tri-O-benzyl-D-arabinofuranose 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 58381-23-0 (3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl acetate 
• 935678-23-2 propargyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 86883-41-2 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride 
• 91110-24-6 Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester 
• 148623-62-5 2,3,5-tri-O-benzyl-1-O-methoxyacetyl-β-D-ribofuranose 
• 86883-42-3 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranosyl fluoride 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 

Relevant articles and documents

AuIII-halide/phenylacetylene-catalysed glycosylations using 1-o-acetylfuranoses and pyranose 1,2-orthoesters as glycosyl donors

1-O-Acetylfuranoses and pyranose 1,2-orthoesters were activated with an AuIII halide/phenylacetylene relay catalyst system, and they acted as excellent glycosyl donors. Thus, 1-O-acetyl-D-ribofuranose, 1-O-acetyl-D-lyxofuranose, and 1,2-orthoesters selectively gave the corresponding 1,2-trans glycosides, whereas 1-O-acetyl-D-arabinofuranose and 1-O-acetyl-D-xylofuranose both gave mixtures of 1,2-trans and 1,2-cis glycosides, with the 1,2-trans glycosides predominating. A new glycosylation method has been developed for 1-O-acetylfuranoses and pyranose 1,2-orthoesters, using AuIII halides and phenylacetylene as relay catalyst systems. Good anomeric selectivity was observed for 1-O-acetylfuranoses, and excellent selectivity was observed for pyranose 1,2-orthoesters. The corresponding glycosides were formed in moderate to good yields.

Tandem catalysis strategy for direct glycosylation of 1-hydroxy sugars. Methoxyacetic acid as an effective catalytic mediator

1-Hydroxy sugars were dehydratively coupled with a variety of alcohols including thiophenol in the presence of a catalytic amount of ytterbium(III) triflate [Yb(OTf)3] and methoxyacetic acid to give the corresponding glycosides in good to excel

Perchloric acid in 1,4-dioxane and perfluorooctanesulfonic acid as practical catalysts for the stereoselective glycosylation of 1-O- acetylglycosides

A perchloric acid solution in 1,4-dioxane and perfluorooctanesulfonic acid was found to be practical catalysts for the stereoselective glycosylation of 1-O-acetylglycosides. Either the α- or β-anomer of the disaccharide, methyl 2,3,4-tri-O-benzyl-6-O-(2,3,5-tri-O-benzyl-D- ribofuranosyl)-α-D-glucopyranoside, was synthesized with complete stereoselectivities simply by changing the solvent. Epimerization of the kinetic product can effectively be suppressed in ether by the excess use of the polyoxygenated substrates.