Download PDF
Synthesis 1992; 1992(7): 623-625
DOI: 10.1055/s-1992-26177
short paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of the Constrained L-Methionine Analog, (Z)-L-2-Amino-4-methylthio-3-butenoic Acid

Vitauts Alks* , Dennis D. Keith, Janice R. Sufrin
  • *Grace Cancer Drug Center, Roswell Park Cancer Institute, Buffalo, New York 14263, USA
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The methionine analog, (Z)-L-2-amino-4-methylthio-3-butenoic acid (1) has been synthesized. The key intermediate, (Z)-(±)-methyl 2-acetamido-4-methylthio-3-butenoate (7) was converted to 1 by enantioselective ester hydrolysis using alcalase to give (Z)-L-2-acetamido-4-methylthio-3-butenoic acid (8), followed by enzymatic removal of the N-acetyl group using hog kidney acylase.