93527-89-0

Basic information

• Product Name: benzyl 1-O-acetyl 2,3,4-tri-O-benzyl-α-D-galactopyranuronate
• Synonyms: benzyl 1-O-acetyl 2,3,4-tri-O-benzyl-α-D-galactopyranuronate
• CAS NO: 93527-89-0
• Molecular Weight: 596.677
• Mol File: 93527-89-0.mol

Chemical Properties

• CAS DataBase Reference: benzyl 1-O-acetyl 2,3,4-tri-O-benzyl-α-D-galactopyranuronate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 1-O-acetyl 2,3,4-tri-O-benzyl-α-D-galactopyranuronate(93527-89-0)
• EPA Substance Registry System: benzyl 1-O-acetyl 2,3,4-tri-O-benzyl-α-D-galactopyranuronate(93527-89-0)

Safety Data

• Hazardous Substances Data: 93527-89-0(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 142797-33-9 (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 2595-06-4 methyl 2,3,4-tri-O-benzyl-6-O-trityl-α-D-glucopyranoside 
• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 5155-54-4 methyl (methyl α-D-galacturonopyranoside)uronate 
• 5155-53-3 methyl α-D-galactopyranosiduronic acid 
• 93527-88-9 benzyl (methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside)uronate 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 120444-48-6 (2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-carboxylic acid 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 

Downstream Products

• 93414-81-4 methyl 2-acetamido-4-azido-3-O-(benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosyluronate)-2,4,6-trideoxy-α-D-galactopyranoside 
• 4539-78-0 2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester 
• 93527-90-3 benzyl (2,3,4-tri-O-benzyl-α-D-galactopyranosyl bromide)uronate 

Relevant articles and documents

Synthesis of bile acid 24-acyl glucuronides

The synthesis of acyl glucuronides of common bile acids is described. By means of the Mitsunobu reaction employing diethylazodicarboxylate and triphenylphosphine, bile acids were condensed through the inherent C-24 carboxy group with benzyl 2,3,4-tri-O-benzyl-D-glucopyranuronate, which was prepared from 1-O-methyl-α-D-glucose. The separation and purification of the β2-anomers at the anomeric position of the sugar moiety were attained by preparative thin-layer chromatography and/or high-performance liquid chromatography on a column packed with phenyl-bonded silica using H2O-MeOH as a mobile phase. The removal of the benyl group on the sugar moiety was achieved by catalytic hydrogenation with 10% palladium on carbon to yield the desired acyl glucuronides of bile acids. The structures of these acyl glucuronides were confirmed by proton nuclear magnetic resonance spectral properties.

SYNTHESIS OF A DISACCHARIDE COMPONENT OF THE CAPSULAR POLYSACCHARIDE ANTIGEN OF Streptococcus pneumoniae TYPE 1

Methyl 2-acetamido-4-amino-2,4,6-trideoxy-3-O-(α-D-galactopyranosyl-uronic acid)-α-D-galactopyranoside has been synthesised.The parent disaccharide is a structural element of the capsular polysaccharide antigen of Streptococcus pneumoniae type 1.