Molecules 2008-01-01

Methyl mercapturate synthesis: an efficient, convenient and simple method.

Benoît Cossec, Frédéric Cosnier, Manuella Burgart

Index: Molecules 13(10) , 2394-407, (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.