Synthesis, resolution, and determination of absolute configuration of protected α-ethynylphenylalanine enantiomers

Racemic-protected α-ethynylphenylalanine was synthesized from dl-2-benzylserine using α-benzylserinal as key intermediate and was uccessfully resolved by HPLC on a chiral stationary phase at a semipreparative scale. The absolute configuration of both enantiomers was determined by vibrational circular dichroism.

Mots clés

α -Ethynylphenylalanine Chiral HPLC resolution Absolute configuration Unsaturated amino acid Quaternary amino acids

Domaines

Chimie Chimie analytique Chimie organique

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Benfodda_Meffre_AA_2015_HAL_2.pdf (335.96 Ko)

Origine	Fichiers produits par l'(les) auteur(s)

Patrick MEFFRE : Connectez-vous pour contacter le contributeur

https://hal.science/hal-02002634

Soumis le : lundi 11 février 2019-17:54:19

Dernière modification le : lundi 26 août 2024-18:08:16

Dates et versions

hal-02002634 , version 1 (11-02-2019)

Identifiants

HAL Id : hal-02002634 , version 1
DOI : 10.1007/s00726-015-1917-1

Citer

Z Benfodda, David Bénimèlis, Marion Jean, Jean-Valère Naubron, Valerie Rolland, et al.. Synthesis, resolution, and determination of absolute configuration of protected α-ethynylphenylalanine enantiomers. Amino Acids, 2015, 47 (5), pp.899-907. ⟨10.1007/s00726-015-1917-1⟩. ⟨hal-02002634⟩

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