400091-19-2

Basic information

• Product Name: phenyl 3-O-allyl-4,6-O-benzylidene-2-O-pivaloyl-1-thio-β-D-galactopyranoside
• Synonyms: phenyl 3-O-allyl-4,6-O-benzylidene-2-O-pivaloyl-1-thio-β-D-galactopyranoside
• CAS NO: 400091-19-2
• Molecular Weight: 484.613
• Mol File: 400091-19-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: phenyl 3-O-allyl-4,6-O-benzylidene-2-O-pivaloyl-1-thio-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 3-O-allyl-4,6-O-benzylidene-2-O-pivaloyl-1-thio-β-D-galactopyranoside(400091-19-2)
• EPA Substance Registry System: phenyl 3-O-allyl-4,6-O-benzylidene-2-O-pivaloyl-1-thio-β-D-galactopyranoside(400091-19-2)

Safety Data

• Hazardous Substances Data: 400091-19-2(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 13992-16-0 1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 3282-30-2 pivaloyl chloride 
• 400091-18-1 phenyl 3-O-allyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 400091-17-0 phenyl 3-O-allyl-1-thio-β-D-galactopyranoside 

Downstream Products

• 400091-21-6 phenyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-O-pivaloyl-1-thio-β-D-galactopyranoside 
• 400091-16-9 phenyl 3-O-allyl-6-O-benzyl-2-O-pivaloyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

Regioselective glycosylation of glucosamine and galactosamine derivates using O-pivaloyl galactosyl donors

Penta-O-pivaloyl-galactopyranose and tetra-O-pivaloyl-galactopyranosyl bromide after electrophilic activation reacted with 6-O-protected 2-azido-galactosides to give the precursor structures of the Thomsen-Friedenreich antigen disaccharide with high regioselectivity, but low yield. With 4,6-O-benzylidene protected 2-azidogalactosides and 2-O-pivaloyl phenylthio galactosides, T-antigen disaccharides of this type were obtained in good yields. Glycosylation reactions of 4,6-O-benzylidene protected glucosamine derivatives with O-pivaloyl protected galactosyl bromide efficiently gave lactolactosamine disaccharides. Even a thioglycoside was efficiently galactosylated by this method resulting in the formation of a disaccharide thioglycoside useful itself as a potential glycosyl donor.