97604-77-8

Upstream product

• 76-83-5 trityl chloride 
• 97604-60-9 Methyl-2-azido-2-desoxy-β-D-mannopyranosid 
• 2873-29-2 D-glucal triacetate 
• 97604-59-6 Methyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosid 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 

Downstream Products

• 97604-79-0 Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannopyranosid 
• 97604-81-4 Methyl-(methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannopyranosid)uronat 
• 97604-80-3 Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid 
• 97604-78-9 Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-6-O-trityl-β-D-mannopyranosid 

Relevant academic research and scientific papers

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.