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Synthesis of a β-Ketophosphonate Bioisostere of UDP-N-acetylglucosamine

✍ Scribed by Nicolas Auberger; Christine Gravier-Pelletier; Yves Le Merrer

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
191 KB
Volume
2009
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

A concise route to a new β‐ketophosphonate analog of glycosyl nucleotides is described. Such a diphosphate bioisostere is a stable mimic of enzyme substrates involved in peptidoglycan biosynthesis and will be the starting point for the development of new potential antibiotics. The synthesis is carried out by condensing a lithiomethylenephosphonate derivative on a methyl N‐acetylglucosaminylacetate followed by esterification with a uridine derivative. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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