Synthesis of p-trifluoroacetamidophenyl 4-O-α-d-glucopyranosyl-α-l-rhamnopyranoside
✍ Scribed by Per J. Garegg; Thomas Norberg; Peter Konradsson; Stefan C.T. Svensson
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- English
- Weight
- 144 KB
- Volume
- 122
- Category
- Article
- ISSN
- 0008-6215
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Condensation of 2,4-di-O-acetyl-3,6-di-O-methyl-a-~glucopyranosyl bromide with either ally1 or benxyl2,4-di-0-methyl-cu+rhamnopyranoside in the presence of mercuric cyanide, followed by 0-deacetylation, gave the title oligosaccharides in excellent yields.
The title branched-trisaccharide derivatives (9 and 13) have been synthesised from methyl 2,3-O-(2-nitrobenzylidene)-a-L-rhamnopyranoside (2) using the 2nitrobenzylidene residue as a temporary blocking-group. Condensation of 2 with methyl (2,3,4-tri-O-acetyl-a-D-glucopyranosyl bromide)uronate afford
Reaction of p-trifluoroacetamidophenyl2,4-di-O-benzyl-a-r>-mannopyranoside with 2-0-acetyl-3,4,6-tri-O-benzyl-cy-D-mannopyranosyl chloride gave a trisaccharide derivative which was 0-deacetylated and then treated with ethyl 2,3,4tri-O-benzyl-6-O-dibenzyloxyphosphoryl-l-thio-a-D-mannopyIanoside. The