Solid-phase capture-release strategy applied to oligosaccharide synthesis on a soluble polymer support

Hiromune Ando, Shino Manabe, Yoshiaki Nakahara, Yukishige Ito

Research output: Contribution to journalArticlepeer-review

56 Citations (Scopus)

Abstract

A highly simplified synthesis of a tetrasaccharide was possible by a repeated coupling/capture-release cycle. In the first cycle, a glycosyl acceptor (1) bound to a soluble polymer reacted with a glycosyl donor (2) having a chloroacetyl group as a temporary protecting group. Solid-phase capture by a resin-bound thiol group (in 3) was followed by Fmoc removal, which released the polymer-bound disaccharide 4 into the solution phase. Fmoc = 9-fluorenylmethoxycarbonyl.

Original languageEnglish
Pages (from-to)4725-4728
Number of pages4
JournalAngewandte Chemie - International Edition
Volume40
Issue number24
DOIs
Publication statusPublished - 2001 Dec 17
Externally publishedYes

Keywords

  • Glycosylation
  • Oligosaccharides
  • Polymer support
  • Solid-phase synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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