Solid-phase oligosaccharide synthesis: preparation of complex structures using a novel linker and different glycosylating agents

R B Andrade; O J Plante; L G Melean; P H Seeberger

doi:10.1021/ol991071+

Solid-phase oligosaccharide synthesis: preparation of complex structures using a novel linker and different glycosylating agents

Org Lett. 1999 Dec 2;1(11):1811-4. doi: 10.1021/ol991071+.

Authors

R B Andrade¹, O J Plante, L G Melean, P H Seeberger

Affiliation

¹ Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA.

PMID: 10836038
DOI: 10.1021/ol991071+

Abstract

[formula: see text] A beta-(1-->4)-linked trisaccharide was prepared in 53% yield on a polymer support using glycosyl phosphates and released by cross-metathesis of a novel linker to reveal the anomeric n-pentenyl glycoside. Heptasaccharide 33 was prepared in 9% yield in 14 steps.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Carbohydrate Sequence
Glycosylation
Molecular Sequence Data
Oligosaccharides / chemical synthesis*

Substances

Oligosaccharides