197631-81-5

Basic information

• Product Name: phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside S-oxide
• Synonyms: phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside S-oxide
• CAS NO: 197631-81-5
• Molecular Weight: 344.429
• Mol File: 197631-81-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside S-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside S-oxide(197631-81-5)
• EPA Substance Registry System: phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside S-oxide(197631-81-5)

Safety Data

• Hazardous Substances Data: 197631-81-5(Hazardous Substances Data)

Upstream product

• 197631-83-7 phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside 

Downstream Products

• 197631-83-7 phenyl 2,3,4,6-tetra-O-methyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 3445-71-4 methyl-(tetra-O-methyl-β-D-mannopyranoside) 
• 3149-62-0 methyl 2,3,4,6-tetra-O-methyl-α-D-mannopyranoside 

Relevant articles and documents

Are glycosyl triflates intermediates in the sulfoxide glycosylation method? A chemical and 1H, 13C, and 19F NMR spectroscopic investigation

The title question is addressed by low-temperature 1H, 13C, and 19F NMR spectroscopies in CD2CL2 as well as by the preparation of authentic samples from glycopyranosyl bromides and AgOTf. At -78°C glycosyl triflates are cleanly generated with either nonparticipating or particpating protecting groups at O-2. The glycosyl triflates identified in this manner were allowed to react with methanol, resulting in the formation of methyl glycosides. Glycosyl triflates were generated at -78°C in CD2Cl2 and allowed to warm gradually until decomposition was detected by 1H and 19F NMR spectroscopy. The decomposition temperature and products are functions of the protecting groups employed.