401516-46-9

Upstream product

• 401516-43-6 (2R,3R,4S,5S)-6-Allyl-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-ol 
• 121280-62-4 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-D-glucopyranose 
• 48149-74-2 allyl D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 929619-12-5 allyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-D-glucopyranoside 

Downstream Products

• 401516-52-7 (3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-((2R,3R,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-one 
• 912650-54-5 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-galacto-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-glucono-1,5-lactone 
• 912650-51-2 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-glucono-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.

Direct methylenation of partially benzyl-protected sugar lactones by dimethyltitanocene

Mono- and disaccharidic exo-methylenesugars containing an unprotected hydroxy group were conveniently prepared by the direct methylenation of the corresponding mono- and disaccharidic lactones using dimethyltitanocene.