956011-80-6

Basic information

• Product Name: 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside
• Synonyms: 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside
• CAS NO: 956011-80-6
• Molecular Weight: 484.484
• Mol File: 956011-80-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside(956011-80-6)
• EPA Substance Registry System: 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside(956011-80-6)

Safety Data

• Hazardous Substances Data: 956011-80-6(Hazardous Substances Data)

Upstream product

• 3459-18-5 4-nitrophenyl N-acetyl-β-D-glucosaminide 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 100-02-7 4-nitro-phenol 
• 19234-58-3 4-nitrophenyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 13089-27-5 p-nitrophenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Syntheses of the 3- and 4-thio analogues of 4-nitrophenyl 2-acetamido-2-deoxy-β-d-gluco- and galactopyranoside

The syntheses of 4-nitrophenyl β-glycosides of the 3-thio and 4-thio analogues of the two principal 2-acetamido-2-deoxy-hexoses found in living systems, GlcNAc and GalNAc, are described. While synthesis of the 4-thio analogues could be achieved via nucleophilic displacements of sulfonate derivatives with thioacetate, problems with neighbouring group acetamido participation necessitated the use of sulfamidate intermediates for the 3-thio analogues. These 3- and 4-thio analogues are employed in the chemo-enzymatic synthesis of thio-oligosaccharide analogues of structures present in glycosaminoglycans, glycoproteins and glycolipids.