1350618-85-7

Basic information

• Product Name: 4-O-benzoyl-2,3-di-O-benzyl-1-thio-α-D-glucopyranose
• Synonyms: 4-O-benzoyl-2,3-di-O-benzyl-1-thio-α-D-glucopyranose
• CAS NO: 1350618-85-7
• Molecular Weight: 480.582
• Mol File: 1350618-85-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-O-benzoyl-2,3-di-O-benzyl-1-thio-α-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 4-O-benzoyl-2,3-di-O-benzyl-1-thio-α-D-glucopyranose(1350618-85-7)
• EPA Substance Registry System: 4-O-benzoyl-2,3-di-O-benzyl-1-thio-α-D-glucopyranose(1350618-85-7)

Safety Data

• Hazardous Substances Data: 1350618-85-7(Hazardous Substances Data)

Upstream product

• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 118895-84-4 1,6-anhydro-4-O-benzoyl-2,3-di-O-benzyl-β-D-glucopyranose 
• 80325-47-9 1,6-Anhydro-2,3-di-O-benzyl-β-D-glucopyranose 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 

Relevant articles and documents

Synthesis of α-glycosyl thiols by stereospecific ring-opening of 1,6-anhydrosugars

Treatment of 1,6-anhydrosugars with commercially available bis(trimethylsilyl) sulfide in the presence of trimethylsilyl triflate led to the formation of α-glycosyl thiols. All the reactions were highly stereoselective and afforded the α-glycosyl thiols in good to excellent yields. By this procedure, a variety of 1,6-anhydrosugars, differing in their sugar units, glycosidic linkages, and protecting group pattern, were converted smoothly into the corresponding α-glycosyl thiols, which could be of great utility in thioglycoside chemistry. It is noteworthy that 1,6-anhydrosugars carrying the 2-O-acyl group and 1,6-anhydrosugar-containing oligosaccharides could also be ring-opened stereospecifically under the same conditions to give rise to the corresponding 1-thiosugars in high yields. Thus, a very concise and efficient access to α-glycosyl thiols of great value was established (Figure presented).