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Synthesis 1995; 1995(9): 1111-1114
DOI: 10.1055/s-1995-4056
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Straightforward Synthesis of Optically Pure Methyl (S)-2-Phthalimido-4-oxobutanoate and Some of Its Acetal and Thioacetal Derivatives

Patrick Meffre* , Philippe Durand, François Le Goffic
  • *Laboratoire de Bioorganique et Biotechnologies, Associé au C.N.R.S., ENSCP, 11, rue Pierre et Marie Curie, F-75231 Paris 05, France, Fax +33(1)43260770
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Publication Date:
31 December 2000 (online)

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An improved procedure for the synthesis of optically pure methyl (S)-2-phthalimido-4-oxobutanoate (3a) and some of its acetal and thioacetal derivatives 4, 5 and 7 from cheap commercially available L-methionine methyl ester hydrochloride (1a) is described.

(S)-2-amino-4-oxobutyric acid derivatives - methionine derivatives - Pummerer-like reaction - N-chlorosuccinimide - chlorosulfide solvolysis