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Molecules 2008, 13(10), 2394-2407; doi:10.3390/molecules13102394
Article

Methyl Mercapturate Synthesis: An Efficient, Convenient and Simple Method

* ,  and
Institut National de Recherche et de Sécurité, Département Polluants et Santé, Rue du Morvan CS 60027, Vandoeuvre, 54519 cedex, France
* Author to whom correspondence should be addressed.
Received: 25 July 2008 / Revised: 9 September 2008 / Accepted: 26 September 2008 / Published: 1 October 2008
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Abstract

A safe and simple method for methyl S-arylmercapturate synthesis is described. Thirteen such compounds, to be used afterwards in metabolism studies, have been obtained with yields ranging from 71 to 99.6%. These compounds were obtained using a sulfa-Michael addition and synthesized by adding the corresponding thiophenols to a mixture composed of methyl 2-acetamidoacrylate (MAA), potassium carbonate and a phase transfer catalyst, Aliquat 336. MAA, the initial synthon, was itself isolated in quasi quantitative yield following a fully described synthesis.
Keywords: Mercapturic acids; Sulfa-Michael addition; Phase Transfer Catalysis; Biomarker Mercapturic acids; Sulfa-Michael addition; Phase Transfer Catalysis; Biomarker
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Cossec, B.; Cosnier, F.; Burgart, M. Methyl Mercapturate Synthesis: An Efficient, Convenient and Simple Method. Molecules 2008, 13, 2394-2407.

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