Starting from ethyl 2,4-dioxo-4-phenylbutyrate, both enantiomers of six enantiomerically pure a-hydroxy and a-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.

Ethyl 2,4-dioxo-4-phenylbutyrate is a versatile intermediate for large-scale preparation of enantiomerically pure a-hydroxy and a-amino acid esters, making them commercially available.

Paper

Ethyl 2,4-Dioxo-4-phenylbutyrate: A Versatile Intermediate for the Large-Scale Preparation of Enantiomerically Pure α-Hydroxy and α-Amino Acid Esters

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