Issue 10, 2012
From the journal:

Organic & Biomolecular Chemistry

Concise synthesis of an enantiopure bicyclic pyrazinone as constrained peptidomimetic building block†

Vincent Gembus,*a   Solenn Janvier,b   Jean-Pierre Lecouvé,b   Lucile Vaysse-Ludot,b   Jean-François Brièrea  and  Vincent Levacher*a  

* Corresponding authors

a CNRS UMR COBRA, INSA et Université de Rouen, FR 3038, IRCOF (Institut de Recherche en Chimie Organique Fine), rue Tesnière, BP 08, 76131 Mont Saint-Aignan, France
E-mail: vincent.gembus@insa-rouen.fr, vincent.levacher@insa-rouen.fr
Fax: +33 (0)235522964
Tel: +33 (0)235522485

b Oril Industries, 13 rue Auguste Desgenétais, 76210 Bolbec, France

Abstract

A concise synthetic route has been developed for the preparation of a constrained peptidomimetic pyrazinone building block. From hydroxy-L-lysine, the desired pyrazinone is obtained in 43% overall yield (6 steps) via an efficient deprotection–double cyclization sequence.

Graphical abstract: Concise synthesis of an enantiopure bicyclic pyrazinone as constrained peptidomimetic building block

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Article information

DOI
https://doi.org/10.1039/C2OB06762E
Article type
Paper
Submitted
20 Oct 2011
Accepted
05 Jan 2012
First published
06 Jan 2012

Org. Biomol. Chem., 2012,10, 2003-2007

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Concise synthesis of an enantiopure bicyclic pyrazinone as constrained peptidomimetic building block

V. Gembus, S. Janvier, J. Lecouvé, L. Vaysse-Ludot, J. Brière and V. Levacher, Org. Biomol. Chem., 2012, 10, 2003 DOI: 10.1039/C2OB06762E

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