62867-76-9

Upstream product

• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 62867-73-6 benzyl 2,3,6-tri-O-benzyl-4-O-(2′,3′-di-O-benzyl-4′,6′-Obenzylidene-β-D-glucopyranosyl)-β-D-glucopyranoside 

Downstream Products

• 431899-02-4 benzyl 2,3,4-tri-O-benzyl-6-O-tertbutoxycarboxymethyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

Human milk oligosaccharides: An enzymatic protection step simplifies the synthesis of 3′- and 6′-O-sialyllactose and their analogues

We describe a chemo-enzymatic synthesis of 3′- and 6′-O-sialyllactose, two trisaccharides occurring in the 'acidic fraction' of the human milk oligosaccharides and endowed with potential antiadhesive activity. The key step is the highly regioselective 6′-

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.