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Medium Buffer Effects on the Condensation of L-Cysteine and Aryl Nitriles to (R)-2-Aryl-4,5-dihydrothiazole-4-carboxylic Acids

Oleg V. Maltsev, Valérianne Walter, Matthias J. Brandl, Lukas Hintermann*

*Department Chemie, Technische Universität München, Lichtenbergstr. 4, 85748 Garching bei München, Germany, Email:

O. V. Maltsev, V. Walter, M. J. Brandl, L. Hintermann, Synthesis, 2013, 45, 2763-2767.

DOI: 10.1055/s-0033-1339492


In the condensation of L-cysteine and aryl nitriles, pure (R)-2-aryl-4,5-dihydrothiazole-4-carboxylic acids were obtained in good yields without racemization in a NaHCO3/NaOH-buffered aqueous alcoholic medium.

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Key Words

amino acids, thiazolines, nitriles, nucleophilic addition, thiols

ID: J66-Y2013