Synthesis of everninose, a non-reducing disaccharide component of the orthosomycin-type oligosaccharide antibiotics

V. Anna Oláh, János Harangi, András Lipták

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Glycosylation of 3,4-di-O-benzyl-2-O-methyl-l-lyxopyranose (1) with 3,4-di-O-benzyl-2,6-di-O-methyl-α-d-mannopyranosyl chloride afforded a mixture of the α,α- (12) and α,β-disaccharide derivative (10). Reaction of 1 with 3,4-di-O-benzyl-2,6-di-O-methyl-α-d-mannopyranosyl trichloroacetimidate gave 10 exclusively. O-Debenzylation of 12 and 10 gave everninose and isoeverninose, respectively. The 1H- and 13C-n.m.r. spectra were assigned on the basis of 2D homo- and heteronuclear correlation experiments.

Original languageEnglish
Pages (from-to)113-120
Number of pages8
JournalCarbohydrate Research
Volume174
Issue numberC
DOIs
Publication statusPublished - Mar 15 1988

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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