100496-17-1

Basic information

• Product Name: 3-trifluoroacetamidopropyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside
• Synonyms: 3-trifluoroacetamidopropyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside
• CAS NO: 100496-17-1
• Molecular Weight: 484.386
• Mol File: 100496-17-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-trifluoroacetamidopropyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3-trifluoroacetamidopropyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside(100496-17-1)
• EPA Substance Registry System: 3-trifluoroacetamidopropyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside(100496-17-1)

Safety Data

• Hazardous Substances Data: 100496-17-1(Hazardous Substances Data)

Upstream product

• 78008-15-8 N-(3-hydroxypropyl)trifluoroacetamide 
• 150809-76-0 phenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-seleno-α-D-galactopyranoside 
• 84278-00-2 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose 

Downstream Products

• 100496-19-3 3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 
• 197795-00-9 3-trifluoroacetamidopropyl 2-azido-3-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-4,6-di-O-benzylidene-2-deoxy-α-D-galactopyranoside 

Relevant articles and documents

Phenyl 2-azido-2-deoxy-1-selenogalactosides: a single type of glycosyl donor for the highly stereoselective synthesis of α- and β-2-azido-2-deoxy-d-galactopyranosides

Efficient glycosylation with phenyl 2-azido-2-deoxy-1-seleno-α-d-galactosides of glycosyl acceptors with different reactivities has been developed. The reaction provided glycosides of 2-azido-2-deoxy-d-galactose in good to high yields. The stereochemical outcome of the glycosylation of reactive acceptors (3-trifluoroacetamidopropanol and methyl 2,3-O-isopropylidene-α-l-rhamnopyranoside) can be broadly varied from complete β- to high α-selectivity by changing the reaction solvent, promoter and protecting groups in the donor, while the glycosylation of less reactive allyl 2,2′,3,3′,6,6′-hexa-O-benzoyl-β-lactoside afforded the corresponding α-glycosides exclusively.