95451-96-0

Upstream product

• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 2873-29-2 D-glucal triacetate 
• 95451-94-8 Allyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosid 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 65987-12-4 1-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 95451-95-9 Allyl-2-azido-2-desoxy-α-D-mannopyranosid 
• 100-39-0 benzyl bromide 
• 612500-05-7 allyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside 
• 7464-56-4 1-O-allyl-α-D-glucopyranoside 
• 50-99-7 D-glucose 

Downstream Products

• 148968-89-2 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose 
• 97643-82-8 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranose 
• 106837-24-5 benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 95451-97-1 2-Azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosylbromid 
• 612499-96-4 allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside 
• 106865-95-6 trans-1-propenyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-α-D-mannopyranosid 
• 95530-22-6 1-O-Acetyl-2-azido-3,4,6-tri-O-benzyl-D-mannopyranose 
• 97643-83-9 1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-mannopyranose 

Relevant academic research and scientific papers

Syntheses of O-β-D-mannosyl-(1 → 4)-O-α-D-mannosyl-(1 → 3)-L-rhamnose and O-(2-acetamido-2-deoxy-β-D-mannosyl)-(1 → 4)-O-α-D-galactosyl-(1 → 4)-D-galactose via in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucose

O-β-D-Mannopyranosyl-(1 → 4)-O-α-D-mannopyranosyl-(1 → 3)-L-rhamnopyranose, a trisaccharide including a repeating unit of the O-specific polysaccharide (OSP) of Bulkholderia vietnamiensis strain LMG 6988, and O-(2-acetamido-2-deoxy-β-D-mannopyranosyl)-(1 → 4)-O-α-D-galactopyranosyl-(1 → 4)-D-galactopyranose, a trisaccharide including a repeating unit of OSP of Acinetobactor baumannii serogroup O18, were synthesized by means of in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose (2ATBG) and a reagent mixture of p-nitrobenzenesulfonyl chloride, silver triflate, and 1,8-diazabicyclo[5.4.0]undec-7-ene, and related systems. New syntheses of 2ATBG, allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, benzyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, and 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose are described.

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.