Issue 18, 2002
From the journal:

Chemical Communications

A new synthesis of phosphoramidates: inhibitors of the key bacterial enzyme aspartate semi-aldehyde dehydrogenase†

Luke A. Adams,a   Russell J. Cox,*a   Jennifer S. Gibson,a   M. Belén Mayo-Martín,a   Magnus Walterb  and  William Whittinghamb  

* Corresponding authors

a School of Chemistry, University of Bristol, Cantock′s Close, Bristol, UK
E-mail: r.j.cox@bris.ac.uk

b Syngenta, Jealott′s Hill International Research Centre, Bracknell, Berkshire, UK

Abstract

A new, mild and high yielding synthesis of phosphoramidates is described: potassium salts of carboxylic acids are treated with ethylchloroformate and the resulting activated anhydride-carbonates are then treated with LiNHP(O)(OEt)2in situ—the methodology is especially suited to acid sensitive systems featuring BOC, tBu or acetal protecting groups.

Graphical abstract: A new synthesis of phosphoramidates: inhibitors of the key bacterial enzyme aspartate semi-aldehyde dehydrogenase

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Article information

DOI
https://doi.org/10.1039/B206199F
Article type
Communication
Submitted
27 Jun 2002
Accepted
02 Aug 2002
First published
16 Aug 2002

Chem. Commun., 2002, 2004-2005

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A new synthesis of phosphoramidates: inhibitors of the key bacterial enzyme aspartate semi-aldehyde dehydrogenase

L. A. Adams, R. J. Cox, J. S. Gibson, M. B. Mayo-Martín, M. Walter and W. Whittingham, Chem. Commun., 2002, 2004 DOI: 10.1039/B206199F

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