Condensation of 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-cr-D-galactop~anosyl bromide (3) with methyl 2,3,4-tri-O-acetyl-/9-D-galactopyranoside (4) gave a fully acetylated (1+6)-/3-D-galactobiose fluorinated at the 3'-position which was deacetylated to give the title disaccharide. The corresponding trisa
Synthesis of methyl O-(3-deoxy-3-fluoro-β-d-galactopyranosyl)-(1→6)-O-β-d-galactopyranosyl-(1→6)-3-deoxy-3-fluoro -β-d-galactopyranoside and related n.m.r. studies
✍ Scribed by Pavol Kováč; Cornelis P.J. Glaudemans; Wie Guo; Tuck C. Wong
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- English
- Weight
- 966 KB
- Volume
- 140
- Category
- Article
- ISSN
- 0008-6215
No coin nor oath required. For personal study only.
✦ Synopsis
Sequential tritylation, benzoylation, and detritylation of methyl 3-deoxy-3fluoro-AD-galactop~~oside gave crystalline methyl 2,4-di-O-benzoyl-3-deoxy-3-~uoro-ED-gala~opyr~oside (9), which was used as the initial nucleophile in the synthesis of the target otigosaccha~de (16). Treatment of 9 with 2,3,4-&i-0-benzoyl-6-o-bromoacetyl-~-D-g~actop~anosyl bromide gave the corresponding di-R50 R' Rz R3 R4 R5 R6 t H
📜 SIMILAR VOLUMES
Recent years have seen a remarkable surge of interest in the study of U-Lfucosyltransferases. Of these L-fucosyltransferases, the enzyme (143)~a+fucosyltransferase has attracted a great deal of clinical interest as a potential tumor marker. This enzyme catalyzes the transfer of an L-fucosyl group f
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 3-O-(3,6-anhydro-beta-D-galactopyranosyl)-alpha-D-galactopyranoside (3) and methyl 3,6-anhydro-4-O-beta-D-galactopyranosyl-alpha-D-galactopyranoside (4) have been synthesised stereoselectively using three coupling procedures. Acceptable yields were achieved using acetylated derivatives as don