Condensation of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-a-D-galactopyranoside with 2,3,4-tri-o-acetyl-a-D-fucopyranosyl bromide in 1: 1 nitromethane-benzene, in the presence of powdered mercuric cyanide, afforded benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-0-(2,3,4-tri-O-acetyl-P-D-fucopyran
Synthesis of the isomeric trisaccharides, methyl O-α-l-fucopyranosyl-(1→3, 4, and 6)-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-(1→3)-β-d-galactopyranoside
✍ Scribed by Rakesh K. Jain; Katsonuri Kohata; Saeed A. Abbas; Khushi L. Matta
- Book ID
- 108309189
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- English
- Weight
- 640 KB
- Volume
- 172
- Category
- Article
- ISSN
- 0008-6215
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Treatment of benzyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside with 4-methoxybenzaldehyde dimethyl acetal in N,N-dimethylformamide in the presence of 4-toluenesulfonic acid afforded the 4,6-O-(4-methoxybenzylidene) acetal, which was glycosylated with 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosy
Methyl 2,4,6-tri-O-benzyl-P-D-galactopyranoside (5) was obtained crystalline by way of its 3-O-ally] derivative, which was in turn obtained by ring-opening of a presumed 3,4-0-stannylene derivative of methyl p-D-galactopyranoside, followed by benzylation. Condensation of 5 with 2-methyl-(2-acetamido