Synthesis and 13C-n.m.r. spectroscopic investigation of three methyl rhamnotriosides

András Lipták, János Harangi, Gyula Batta, Otto Seligmann, Hildebert Wagner

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7 Citations (Scopus)

Abstract

Methyl 2,3-O-isopropylidene-4-O-(2,3-O-isopropylidene-α-l-rhamnopyranosyl)- α-l-rhamnopyranoside, methyl 2,4-di-O-benzyl-3-O-(2,3-O-isopropylidene- α-l-rhamnopyranosyl)-α-l-rhamnopyranoside, and methyl 3,4-di-O-benzyl-2-O- (2,3-O-isopropylidene-α-l-rhamnopyranosyl)-α-l-rhamnopyranoside, obtained by isopropylidenation of the respective methyl rhamnobiosides, were glycosylated with 2,3,4-tri-O-acetyl-α-l-rhamnopyranosyl bromide. Removal of the protecting groups from the products gave the methyl glycosides of α-l-Rhap-(1→4)-α-l- Rhap-(1→4)-α-l-Rhap, α-l-Rhap-(1→4)-α-l-Rhap-(1→3)-α-l-Rhap, and α-l- Rhap-(1→4)-α-l-Rhap-(1→2)-α-l-Rhap. These trisaccharide glycosides and their hepta-acetates have been studied by 13C-n.m.r. spectroscopy.

Original languageEnglish
Pages (from-to)39-45
Number of pages7
JournalCarbohydrate Research
Volume131
Issue number1
DOIs
Publication statusPublished - Aug 1 1984

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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