Glycosylation of the readily accessible benzyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-alpha- D- glucopyranoside with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl chloride (2), using the silver triflate method in the absence of a base, afforded 65-70% of t
Synthesis of the repeating disaccharide unit of the glycan moiety of the bacterial cell wall peptidoglycan.
✍ Scribed by C. Merser; P. Sinay¨
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 194 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
A highly convergent strategy has been developed for the synthesis of the two possible saccharide-repeating units of peptidoglycan using TBDMS and PMB ethers as orthogonal protecting groups and a two-directional glycosylation strategy for the efficient assembly of the spacer containing disaccharides.
NIS/TfOH mediated glycosidation of methyl 3,4,6-tri-O-benzyl-a-D-mannopyranoside with phenyl 2-Oacetyl-3,4,6-tri-O-benzyl-1-thio-a-D-mannopyranoside furnished the corresponding disaccharide derivative in excellent yield and a-selectivity. Zémplen deacetylation of the same followed by reaction manno