Synthesis, resolution, and determination of absolute configuration of protected α-ethynylphenylalanine enantiomers
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Racemic-protected α-ethynylphenylalanine was synthesized from dl-2-benzylserine using α-benzylserinal as key intermediate and was successfully resolved by HPLC on a chiral stationary phase at a semipreparative scale. The absolute configuration of both enantiomers was determined by vibrational circular dichroism.
Keywordsα-Ethynylphenylalanine Quaternary amino acids Unsaturated amino acid Chiral HPLC resolution Absolute configuration
We gratefully thank the French “ministère de l’éducation nationale, de l’enseignement supérieur et de la recherche” for its financial support. We thank graduate students for their help in the synthesis: Magali Blum, Clément Bonnel.
Conflict of interest
The authors declare that they have no conflict of interest.
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