78185-12-3

Basic information

• Product Name: 4-O-benzoyl-2,3,6-tri-O-benzyl-D-galactopyranosyl bromide
• CAS NO: 78185-12-3
• Molecular Weight: 617.536
• Mol File: 78185-12-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-O-benzoyl-2,3,6-tri-O-benzyl-D-galactopyranosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-O-benzoyl-2,3,6-tri-O-benzyl-D-galactopyranosyl bromide(78185-12-3)
• EPA Substance Registry System: 4-O-benzoyl-2,3,6-tri-O-benzyl-D-galactopyranosyl bromide(78185-12-3)

Safety Data

• Hazardous Substances Data: 78185-12-3(Hazardous Substances Data)

Upstream product

• 152964-77-7 ethyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 98-88-4 benzoyl chloride 

Downstream Products

• 62397-85-7 N-{(2S,3R,4R,5S,6R)-2-[(1S,2R,3S)-1-((R)-1,2-Dihydroxy-ethyl)-2,3,4-trihydroxy-butoxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide 
• 78139-18-1 benzyl 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 78139-19-2 benzyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 78139-11-4 benzyl 4-O-benzoyl-2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 78139-12-5 benzyl 2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 78139-10-3 4-O-benzoyl-2,3,6-tri-O-benzyl-β-D-galactopyranosyl benzylxanthate 

Relevant articles and documents

Stereocontrolled α-Galactosylation under Cooperative Catalysis

A recent discovery of a cooperative catalysis comprising a silver salt and an acid led to a dramatic improvement in the way glycosyl halides are glycosidated. Excellent yields have been achieved, but the stereoselectivity achieved with 2-O-benzylated donors was poor. Reported herein is our first attempt to refine the stereoselectivity of the cooperatively catalyzed galactosylation reaction. Careful optimization of the reaction conditions along with studying effects of the remote protecting groups led to excellent stereocontrol of α-galactosylation of a variety of glycosyl acceptors with differentially protected galactosyl donors.