Synthesis of 2-acetamido-2-deoxy-3-O-β-d-galactopyranosyl-d-galactopyranose from 2-acetamido-2-deoxy-d-glucose through a trifluoromethylsulfonyl group displacement
✍ Scribed by André Lubineau; Hugues Bienaymé
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- English
- Weight
- 401 KB
- Volume
- 212
- Category
- Article
- ISSN
- 0008-6215
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📜 SIMILAR VOLUMES
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
In a continuing program for the synthesis of oligosaccharides that occur as part of mutinous glycoconjugates, we previously described\* the synthesis of the disaccharide methyl 3-0-(2-acetamido-2-deoxy-P-D-glucopyranosyl)-a-D-galactopyranoside (1). We have also demonstrated that 1 could be readily
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
UDP-D-galactose:fl-D-galactopyranosyl-(l ~ 4)-2-acetamido-2-deoxy-D-glucose a-(1 ~ 3)-Dgalactopyranosyltransferase [E.C . 2.4.1.151] transfers o-galactosyl-residues from the sugar nucleotide with retention of configuration. We report here that synthetic methyl 3'-amino-3'-deoxy-N-acetyllactosaminide