New Synthesis of Mannoside-Containing Neoglycoconjugates by Reaction of Propargyl Mannosides with Polyalkylcarboxylated Scaffolds

Clotilde Ferrandiz-Huertas; Joaquín Isac-García; Francisco Pérez-Balderas; Francisco Santoyo-González

doi:10.1055/s-2005-861828

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Synthesis 2005(6): 939-944
DOI: 10.1055/s-2005-861828

PAPER

New Synthesis of Mannoside-Containing Neoglycoconjugates by Reaction of Propargyl Mannosides with Polyalkylcarboxylated Scaffolds

Clotilde Ferrandiz-Huertas, Joaquín Isac-García, Francisco Pérez-Balderas, Francisco Santoyo-González*
Instituto de Biotecnología, Departamento de Química Orgánica, Facultad de Ciencias, Campus Fuentenueva s/n, Universidad de Granada, Granada, 18071, Spain
Fax: +34(958)243187; e-Mail: fsantoyo@ugr.es;

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Publication History

Received 24 September 2004
Publication Date:
21 February 2005 (online)

Abstract
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Abstract

A new, efficient and easy synthesis of multivalent mannoside neoglyconjugates is described by the alkynylation reaction of lithium acetylides derived from adequately protected propargyl α-d-mannoside and readily available polyalkylcarboxylate benzene derivatives as scaffolds.

Key words

glycosides - neoglycoconjugates - clusters - alkynes - polyalkylcarboxylates

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24

2-Propynyl α-d-mannopyranoside was synthesized from per-O-acetyl α-d-mannopyranoside and propargyl alcohol following the procedure described by Mereyala et al. [20]