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Synthesis 1991; 1991(11): 920-922
DOI: 10.1055/s-1991-26606
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A Facile General Synthesis of Thiocarboxylate S-Esters of Glyphosate and Its Derivatives

Michael K. Mao* , John E. Franz
  • *Monsanto Agricultural Company, A Unit of Monsanto Company, 800 N. Lindbergh Blvd, St. Louis, MO 63167, USA
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Publication Date:
29 April 2002 (online)

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Various glyphosate thiocarboxylate S-ester derivatives, e.g. S-alkyl 2-(phosphonomethylamino)ethanethioates and S-alkyl 2-[(phenoxyphosphorylmethyl)amino]ethanethioates, are readily synthesized from N-benzyloxycarbonylglycine using N-methylene-tert-butylamine as the methylene transfer reagent followed by nucleophilic phosphorylation with tris(trimethylsilyl) phosphite.