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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
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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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