97643-83-9

Basic information

• Product Name: 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-mannopyranose
• CAS NO: 97643-83-9
• Molecular Weight: 517.582
• Mol File: 97643-83-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-mannopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-mannopyranose(97643-83-9)
• EPA Substance Registry System: 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-mannopyranose(97643-83-9)

Safety Data

• Hazardous Substances Data: 97643-83-9(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 106865-95-6 trans-1-propenyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid 
• 95451-96-0 Allyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid 

Relevant articles and documents

ERPROBTE SYNTHESE VON 2-AZIDO-2-DESOXY-D-MANNOSE UND 2-AZIDO-2-DESOXY-D-MANNURONSAEURE ALS BAUSTEIN ZUM AUFBAU VON BAKTERIEN-POLYSACCHARID-SEQUENZEN

The azidonitration of 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol at low temperature afforded preponderantly the azidonitrate having the D-manno configuration.After reaction with sodium acetate, 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranose was directly isolated and deblocking gave 2-azido-2-deoxy-D-mannopyranose. 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide and 2-azido-3,4,6-tri-O-benzyl-α-D-mannopyranosyl bromide were prepared and are suitable for selective α- and β-glycoside synthesis.In the presence of platinum-oxygen, the catalytic oxidation of benzyl 2-azido-2-deoxy-α-D-mannopyranoside gave in high yields (benzyl 2-azido-2-deoxy-α-D-mannopyranosid)uronic acid from which 2-amino-2-deoxy-D-mannopyranuronic acid was obtained.By catalytic oxidation, selectively blocked derivatives of 2-amino-2-deoxy-D-mannopyranose were converted into the correspondind uronic acid derivatives.