166241-68-5

Basic information

• Product Name: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside
• Synonyms: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside
• CAS NO: 166241-68-5
• Molecular Weight: 640.711
• Mol File: 166241-68-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside(166241-68-5)
• EPA Substance Registry System: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside(166241-68-5)

Safety Data

• Hazardous Substances Data: 166241-68-5(Hazardous Substances Data)

Upstream product

• 93-97-0 benzoic acid anhydride 
• 7473-36-1 ethyl 1-thio-α-D-mannopyranoside 
• 98-88-4 benzoyl chloride 

Downstream Products

• 166045-50-7 methyl 6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-β-D-galactopyranoside 
• 627466-98-2 2,3,4,6-tetra-O-benzoyl-α,β-D-mannospyranose 
• 154092-32-7 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 14218-11-2 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 
• 128503-40-2 methyl-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 
• 128503-39-9 methyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Benzoylated ethyl 1-thioglycosides: Direct preparation from per-O-benzoylated sugars

d-Glucose, lactose, maltose, and melibiose were benzoylated with Bz 2O-Et3N reagent to give fully benzoylated β products. Under the same conditions, d-mannose produced a mixture where the β-benzoate predominated. Treatment of the foregoing compounds with EtSH at slightly elevated temperature (50-60 °C) in the presence of BF 3·Et2O as a promoter gave the corresponding ethyl 1-thio glycosides in high yields. The α-products predominated in all cases in the anomeric mixtures formed. Individual products of all reactions were isolated by chromatography, they were obtained in analytically pure state, and were fully characterized by 1H and 13C NMR data and physical constants.