Synthesis of sulfonic acid-containing maltose-type keto-oligosaccharides by an iterative approach

Gábor Májer, Magdolna Csávás, László Lázár, Mihály Herczeg, Atttila Bényei, Sándor Antus, Anikó Borbás

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3 Citations (Scopus)

Abstract

Two different series of (2→5)-α-linked homologous keto-oligosaccharides up to tri- and tetrasaccharide were synthesized by an iterative approach, using 3,4,7-tri-O-benzyl-5-O-(2-naphthyl)methyl-1-deoxy-1- ethoxysulfonyl-α-d-gluco-hept-2-ulopyranosyl chloride as a key building block. An iterative cycle consisted of a glycosylation step followed by selective cleavage of the (2-naphthyl)methyl group.

Original languageEnglish
Pages (from-to)4986-4994
Number of pages9
JournalTetrahedron
Volume68
Issue number25
DOIs
Publication statusPublished - Jun 24 2012

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Keywords

  • Carbohydrate sulfonic acids
  • Iterative glycosylation
  • Ketopyranosyl glycosides
  • Maltose-type oligosaccharide series
  • Sulfated malto-oligomers

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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