188435-38-3

Basic information

• Product Name: bromide 2,3,4,6-tetra-O-Bz-α-D-galactopyranosyl bromide
• Synonyms: bromide 2,3,4,6-tetra-O-Bz-α-D-galactopyranosyl bromide
• CAS NO: 188435-38-3
• Molecular Weight: 659.487
• Mol File: 188435-38-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: bromide 2,3,4,6-tetra-O-Bz-α-D-galactopyranosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: bromide 2,3,4,6-tetra-O-Bz-α-D-galactopyranosyl bromide(188435-38-3)
• EPA Substance Registry System: bromide 2,3,4,6-tetra-O-Bz-α-D-galactopyranosyl bromide(188435-38-3)

Safety Data

• Hazardous Substances Data: 188435-38-3(Hazardous Substances Data)

Upstream product

• 59-23-4 D-Galactose 
• 7296-64-2 β-D-galactopyranoside 
• 98-88-4 benzoyl chloride 
• 10257-28-0 D-Galactose 
• 627466-84-6 2,3,4,6-tetra-O-benzoyl-D-galactose 
• 2592-58-7 1,2,3,4,6-Penta-O-benzoyl-α-D-galactopyranose 
• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-α-D-galactopyranoside 

Downstream Products

• 203435-09-0 2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate 
• 1521271-27-1 3,3-difluoro-3H-indol-2-yl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranoside 
• 627466-84-6 2,3,4,6-tetra-O-benzoyl-D-galactose 
• 191276-09-2 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate 

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.

ENDOSOMAL CLEAVABLE LINKERS

The present disclosure relates generally to cleavable linkers and uses thereof.

Regenerative glycosylation under nucleophilic catalysis

This article describes 3,3-difluoroxindole (HOFox)-mediated glycosylation. The uniqueness of this approach is that both the in situ synthesis of 3,3-difluoro-3H-indol-2-yl (OFox) glycosyl donors and activation thereof can be conducted in a regenerative fashion as is a typical reaction performed under nucleophilic catalysis. Only a catalytic amount of the OFox imidate donor and a Lewis acid activator are present in the reaction medium. The OFox imidate donor is constantly regenerated upon its consumption until glycosyl acceptor has reacted.