Synthesis of aryl sialosides using Mitsunobu conditions

Ganpan Gao; Oliver Schwardt; Beat Ernst

doi:10.1016/j.carres.2004.10.003

Synthesis of aryl sialosides using Mitsunobu conditions

Carbohydr Res. 2004 Dec 27;339(18):2835-40. doi: 10.1016/j.carres.2004.10.003.

Authors

Ganpan Gao¹, Oliver Schwardt, Beat Ernst

Affiliation

¹ Institute of Molecular Pharmacy, Pharmacenter of the University of Basel, Klingelbergstrasse 50, CH-4056 Basel, Switzerland.

PMID: 15582609
DOI: 10.1016/j.carres.2004.10.003

Abstract

Mitsunobu conditions for the efficient synthesis of aryl alpha/beta-sialosides were developed. An oxidative work-up procedure was employed to avoid a cumbersome chromatographic separation from the 2,3-dehydro derivative of sialic acid, which is formed as a side-product.

Publication types

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

MeSH terms

Glycosides / chemical synthesis*
Methods
N-Acetylneuraminic Acid / chemical synthesis*

Substances

Glycosides
N-Acetylneuraminic Acid