Syntheses of p-trifluoroacetamidophenyl 4-O-α-d-glucopyranosyl-α-d-galactopyranoside and p-trifluoroacetamidophenyl 6-O-α-d-glucopyranosyl-α-d-galactopyranoside
✍ Scribed by Per J. Garegg; Stefan Oscarson
- Book ID
- 107725313
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- English
- Weight
- 394 KB
- Volume
- 114
- Category
- Article
- ISSN
- 0008-6215
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The title trisaccharide glycosides were needed for studies of the interactions of &tins, receptor sites for bacteriophages with Salmonella lipopolysaccharide corespecificity, and correlation of n.m.r. chemical shifts and structure. The methods used in the syntheses were conventional. Thus, 2,3,4,6-
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