88593-71-9

Upstream product

• 88562-83-8 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 
• 100-39-0 benzyl bromide 
• 57783-81-0 Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside 
• 74801-06-2 benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside 
• 57783-66-1 benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside 
• 67831-42-9 benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 

Relevant academic research and scientific papers

SYNTHESIS OF CELLOBIOSE, CELLOTRIOSE, CELLOTETRAOSE, AND LACTOSE

Condensation of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (1) with benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (6) in 1:1 benzene-nitromethane in the presence of mercuric cyanide gave, in 86percent yield after O-deacetylation followed by column chromatography, benzyl 2,3,6-tri-O-benzyl-β-cellobioside, which was catalytically hydrogenolyzed to afford cellobiose.In a similar way, methyl-α-cellobioside cellotriose, methyl-α- and β-cellotriosides, cellotetraose, lactose, and methyl α-lactoside were synthesized with high stereospecificity and in good yield by the coupling reaction, using methyl 2,3,6-tri-O-benzyl-α- and -β-D-glucopyranosyde, 6, and benzyl 2,3,6,2',3',6'-hexa-O-benzyl-β-cellobioside as the glycosyl acceptors, and 1, 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide, and hepta-O-acetyl-α-cellobiosyl bromide as the glycosyl donors.

SYNTHESIS AND CHROMATOGRAPHIC PROPERTIES OF ISOMERIC O-β-D-GALACTOPYRANOSYL-D-GALACTOSES, AND OF DIASTEREOISOMERS OF 3,4-O- AND 4,6-O-(1-CARBOXYETHYLIDENE)-D-GALACTOSE

Partial hydrolysis of β-D-galactopyranans and D-galactose-containing polysaccharides having pyruvic acetal groups gives isomeric O-β-D-galactopyranosyl-D-galactoses and O-(1-carboxyethylidene)-D-galactoses, respectively.Their chromatographic properties in