62867-73-6

Basic information

• Product Name: benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside
• Synonyms: benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside
• CAS NO: 62867-73-6
• Molecular Weight: 971.157
• Mol File: 62867-73-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside(62867-73-6)
• EPA Substance Registry System: benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside(62867-73-6)

Safety Data

• Hazardous Substances Data: 62867-73-6(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 67398-59-8 benzyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 6992-65-0 benzyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside 
• 67310-50-3 Benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 14227-66-8 acetobromocellobiose 
• 5346-90-7 α-D-cellobiose octaacetate 

Downstream Products

• 62867-79-2 benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 112014-36-5 benzyl 2,3,6,2',3',6' hexa-O-benzyl-4'-O--β-lactoside 
• 62867-88-3 benzyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 88567-42-4 benzyl O-β-D-glucopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->4)-O-(2,3,6-O-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 88559-82-4 benzyl O-(4,6-O-benzylidine-β-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 88559-81-3 benzyl O-β-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 62867-76-9 benzyl 2,3,6-tri-O-benzyl-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranoside 
• 88559-76-6 benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranoside 

Relevant articles and documents

Synthesis and reactivity of 4'-deoxypentenosyl disaccharides

4-Deoxypentenosides (4-DPs) are versatile synthons for rare or higher-order pyranosides, and they provide an entry for structural diversification at the C5 position. Previous studies have shown that 4-DPs undergo stereocontrolled DMDO oxidation; subsequent epoxide ring-openings with various nucleophiles can proceed with both anti or syn selectivity. Here, we report the synthesis of α- and β-linked 4'-deoxypentenosyl (4'-DP) disaccharides, and we investigate their post-glycosylational C5' additions using the DMDO oxidation/ring-opening sequence. The α-linked 4'-DP disaccharides were synthesized by coupling thiophenyl 4-DP donors with glycosyl acceptors using BSP/Tf2O activation, whereas β-linked 4'-DP disaccharides were generated by the decarboxylative elimination of glucuronyl disaccharides under microwave conditions. Both α- and β-linked 4'-DP disaccharides could be epoxidized with high stereoselectivity using DMDO. In some cases, the α-epoxypentenosides could be successfully converted into terminal l-iduronic acids via the syn addition of 2-furylzinc bromide. These studies support a novel approach to oligosaccharide synthesis, in which the stereochemical configuration of the terminal 4'-DP unit is established at a post-glycosylative stage.