Synthesis of the Constrained L-Methionine Analog, (Z)-L-2-Amino-4-methylthio-3-butenoic Acid
- 1 January 1992
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1992 (07) , 623-625
- https://doi.org/10.1055/s-1992-26177
Abstract
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.Keywords
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