2771-55-3

Basic information

• Product Name: 2,3,4-tri-O-benzyl-D-galactopyranoside
• Synonyms: 2,3,4-tri-O-benzyl-D-galactopyranoside
• CAS NO: 2771-55-3
• Molecular Weight: 450.532
• Mol File: 2771-55-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,3,4-tri-O-benzyl-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-tri-O-benzyl-D-galactopyranoside(2771-55-3)
• EPA Substance Registry System: 2,3,4-tri-O-benzyl-D-galactopyranoside(2771-55-3)

Safety Data

• Hazardous Substances Data: 2771-55-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 89157-97-1 1,6-anhydro-2,3,4-tri-O-benzyl-β-L-idopyranose 
• 100-39-0 benzyl bromide 
• 3396-99-4 methyl α-D-galactopyranoside 
• 53008-63-2 methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside 
• 61277-56-3 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α/β-D-galactopyranose 
• 100759-11-3 allyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-α-D-galactopyranoside 
• 100759-10-2 allyl 4,6-di-O-benzylidene-α-D-galactopyranoside 
• 2595-07-5 allyl D-galactopyranoside 
• 10257-28-0 D-Galactose 
• 56083-16-0 1-O-Allyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside 
• 54606-67-6 allyl 2,3,4-tri-O-benzyl-6-O-trityl-β-D-galactopyranoside 
• 65556-30-1 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside 

Downstream Products

• 1428421-58-2 tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranoside 
• 1428421-61-7 (2R,3S,4R,5S)-3,4,5-tris(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]octadecan-2-ol 
• 1428421-65-1 (2S,3S,4R,5S)-2-azido-3,4,5-tris(benzyloxy)octadecyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-α-D-galactopyranoside 
• 1428421-66-2 (2S,3S,4R,5S)-2-amino-3,4,5-tris(benzyloxy)octadecyl 2,3-di-O-benzyl-4,6-O-(di-tert-butylsilylene)-α-D-galactopyranoside 
• 1200764-18-6 p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 1200764-14-2 C₃₆H₃₈O₆S 
• 1159181-00-6 p-tolyl 2,3,4-tri-O-benzyl-7-O-methyl-6-deoxy-1-thio-β-D-galacto-hept-6-enopyranoside 
• 641635-63-4 methyl 2,3,4-tri-O-benzyl-α-L-idopyranoside 
• 205192-05-8 methyl 2,3,4-tri-O-benzyl-β-L-idopyranoside 
• 68536-37-8 Toluene-4-sulfonic acid (2R,3R,4S,5S)-3,4,5-tris-benzyloxy-6-hydroxy-tetrahydro-pyran-2-ylmethyl ester 
• 95335-96-9 2,3,4-Tri-O-benzyl-6-O-(monomethoxytrityl)-D-mannose 

Relevant articles and documents

Immobilization of UDP-Galactose on an Amphiphilic Resin

Nucleotide sugars are activated sugar precursors used by glycosyltransferases to form glycans. Here we report the first examples of resin-bound nucleotide sugars: fluorinated UDP-galactose and UDP-galactose. They were conjugated to a polyethylene glycol resin through the C6 position with an SMCC linker in good to excellent yields. This synthesis represents an efficient method to access resin-bound nucleotide sugars in a modular approach that enables modifications of the sugar or nucleotide before conjugation. The system has been conceived as a new chemistry-based screening system for enzymes that use UDP-galactose.

Impact of sugar stereochemistry on natural killer T cell stimulation by bacterial glycolipids

Natural killer T (NKT) cells recognize glycolipids produced by Sphingomonas bacteria, and these glycolipids contain C6-oxidized sugars, either glucuronic acid or galacturonic acid, linked to ceramides. Glycolipids with gluco stereochemistry are the most p

Synthesis of 1-deoxyhept-2-ulosyl-glycono-1,5-lactone utilizing α-selective O-glycosidation of 2,6-anhydro-1-deoxy-d-hept-1-enitols

A series of 1-deoxy-heptulo-2-pyranosyl-glycono-1,5-lactones were synthesized utilizing completely α-selective O-glycosidation of heptenitols. Anomeric configuration of the products was confirmed by 3JC,H coupling measurement and X-ray crystal structural analysis. The benzyl-protected ketosyl saccharides were partly unstable, and glycosidic linkage was prone to cleave under the usual debenzylation conditions. To prevent this, we surveyed various additives for the Pd-catalyzed hydrogenation reaction and found that basic alumina was the most effective.