Ethyl 2,4-Dioxo-4-phenylbutyrate:A Versatile Intermediate for the Large-Scale Preparation of EnantiomericallyPure α-Hydroxy and α-Amino Acid Esters
- 25 July 2003
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 2003 (11) , 1679-1682
- https://doi.org/10.1055/s-2003-40885
Abstract
Starting from ethyl 2,4-dioxo-4-phenylbutyrate, both enantiomers of six enantiomerically pure α-hydroxy and α-amino acid esters (homophenylalanine derivatives) were prepared on >100 g scale. The key step involves a Pt-cinchona catalyzed enantioselective hydrogenation followed by enrichment via crystallization. All derivatives are commercially available.Keywords
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