Molecules (Oct 2008)

Methyl Mercapturate Synthesis: An Efficient, Convenient and Simple Method

  • Manuella Burgart,
  • Frédéric Cosnier,
  • Benoît Cossec

Journal volume & issue
Vol. 13, no. 10
pp. 2394 – 2407

Abstract

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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.

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