95451-81-3

Basic information

• Product Name: Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid
• Synonyms: Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid
• CAS NO: 95451-81-3
• Molecular Weight: 295.295
• Mol File: 95451-81-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid(95451-81-3)
• EPA Substance Registry System: Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid(95451-81-3)

Safety Data

• Hazardous Substances Data: 95451-81-3(Hazardous Substances Data)

Upstream product

• 2873-29-2 D-glucal triacetate 
• 100-51-6 benzyl alcohol 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 95451-80-2 Benzyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosid 

Downstream Products

• 10380-86-6 phenylmethyl 2-acetylamino-2-deoxy-α-D-mannopyranoside 
• 42890-09-5 Benzyl-2-<(benzyloxycarbonyl)amino>-2-desoxy-α-D-mannopyranosid 
• 95451-85-7 (Benzyl-2-acetamido-3-O-benzyl-2-desoxy-α-D-mannopyranosid)uronsaeure 
• 3554-91-4 benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside 
• 95530-21-5 (Benzyl-2-<(benzyloxycarbonyl)amino>-2-desoxy-α-D-mannopyranosid)uronsaeure 
• 14040-20-1 Benzyl-2-acetamido-3-O-benzyl-4,6-O-benzyliden-2-desoxy-α-D-mannopyranosid 
• 106837-20-1 benzyl-2-azido-3-O-benzyl-4,6-O-benzyliden-2-desoxy-α-D-mannopyranosid 
• 106837-21-2 benzyl-2-azido-3-O-benzyl-2-desoxy-α-D-mannopyranosid 
• 106837-22-3 (2R,3S,4R,5S,6S)-5-Amino-4,6-bis-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-ol 
• 95451-82-4 (Benzyl-2-azido-2-desoxy-α-D-mannopyranosid)uronsaeure 
• 35812-81-8 Benzyl-2-amino-2-desoxy-α-D-mannopyranosid 
• 106927-27-9 benzyl 2-azido-2-deoxy-4,6-O-(phenylmethylene)-α-D-mannopyranoside 

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.