852459-70-2

Upstream product

• 182212-07-3 α,β-O-allyl-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 852459-67-7 2,4,6-tri-O-benzyl-D-mannono-1,5-lactone 

Downstream Products

• 852459-67-7 2,4,6-tri-O-benzyl-D-mannono-1,5-lactone 
• 912650-50-1 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-manno-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-mannono-1,5-lactone 

Relevant academic research and scientific papers

Synthesis of 1-deoxyhept-2-ulosyl-glycono-1,5-lactone utilizing α-selective O-glycosidation of 2,6-anhydro-1-deoxy-d-hept-1-enitols

A series of 1-deoxy-heptulo-2-pyranosyl-glycono-1,5-lactones were synthesized utilizing completely α-selective O-glycosidation of heptenitols. Anomeric configuration of the products was confirmed by 3JC,H coupling measurement and X-ray crystal structural analysis. The benzyl-protected ketosyl saccharides were partly unstable, and glycosidic linkage was prone to cleave under the usual debenzylation conditions. To prevent this, we surveyed various additives for the Pd-catalyzed hydrogenation reaction and found that basic alumina was the most effective.

Synthesis of PI-88 analogue using novel O-glycosidation of exo-methylenesugars

Acid-promoted α-stereoselective O-glycosidation of 1-exo-methylenesugars was successfully applied to the synthesis of a PI-88 analogue. By using methanesulfonic acid as a promoter, 1′-C-methyl- α-disaccharides with p-methoxybenzyl protection were obtained in high yield. The sequence of selective deprotection and glycosidation provided 1-C-methyl-pentasaccharide efficiently.