496877-76-0

Upstream product

• 2595-07-5 allyl D-galactopyranoside 
• 10257-28-0 D-Galactose 
• 846542-07-2 (2'R,3'S,4R,4'R,5'R)-4-benzyl-3-[2',4',6'-tris(benzyloxy)-5'-(tert-butyldimethylsilanyloxy)-3'-hydroxyhexanoyl]-5,5-dimethyloxazolidin-2-one 
• 496877-73-7 (S)-4-Benzyl-3-[(2S,3R)-2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-butyl]-5,5-dimethyl-oxazolidin-2-one 
• 163041-09-6 (2S,3R)-2,4-bis(benzyloxy)-3-(tert-butyldimethylsilanyloxy)butyraldehyde 
• 60656-87-3 benzyloxyacetoaldehyde 
• 846542-04-9 (2'S,3'R,4S)-4-benzyl-3-[2',4'-bis(benzyloxy)-3'-(tert-butyldimethylsilanyloxy)-1'-hydroxybutyl]-5,5-dimethyloxazolidin-2-one 
• 496877-72-6 (2'S,3'R,4S)-4-benzyl-3-(2',4'-bis(benzyloxy)-3'-(tert-butyldimethylsilanyloxy)butyryl)-5,5-dimethyloxazolidin-2-one 
• 496877-71-5 (2'S,3'R,4S)-4-benzyl-3-(2',4'-bis(benzyloxy)-3'-hydroxybutyryl)-5,5-dimethyloxazolidin-2-one 
• 496877-70-4 (S)-N-α-benzyloxyacetyl-4-benzyl-5,5-dimethyloxazolidin-2-one 

Downstream Products

• 10257-28-0 D-Galactose 
• 912650-46-5 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-galacto-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone 
• 912650-43-2 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-1,5-lactone 
• 37111-85-6 2,4,6-tri-O-benzyl-α,β-D-galactopyranose 
• 912650-49-8 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-manno-hept-2-ulosyl-(2->3)-2,4,6-tri-O-benzyl-D-galactono-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.

A SuperQuat glycolate aldol approach to the asymmetric synthesis of hexose monosaccharides

A stereoselective two-carbon homologation protocol has been developed and applied to the asymmetric synthesis of the hexose monosaccharides D-galactose, D-fucose, D-idose, D-6-deoxyidose, D-talose and D-6-deoxytalose.

The asymmetric synthesis of D-galactose via an iterative syn-glycolate aldol strategy

The asymmetric synthesis of D-galactose has been completed in eight steps and in >14% yield from simple starting materials via an iterative syn-glycolate aldol strategy.