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Enantioselective synthesis of (2S)-2-(4-phosphonophenylmethyl)-3-aminopropanoic acid suitably protected for peptide synthesis

Abstract : Protected d-β-2-(4-phosphono) phenylalanine was prepared by a multistep synthesis, involving the diastereoselective alkylation of a chiral enolate. This new compound can be further incorporated into peptidic backbone by means of solid-phase peptide synthesis in order to synthesize short peptides adopting β-turn or α-helix conformations.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02385516
Contributor : Laurent Bischoff <>
Submitted on : Thursday, November 28, 2019 - 6:54:17 PM
Last modification on : Thursday, July 30, 2020 - 3:06:05 AM

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Wang-Qing Liu, Catherine Olszowy, Laurent Bischoff, Christiane Garbay. Enantioselective synthesis of (2S)-2-(4-phosphonophenylmethyl)-3-aminopropanoic acid suitably protected for peptide synthesis. Tetrahedron Letters, Elsevier, 2002, 43 (8), pp.1417-1419. ⟨10.1016/S0040-4039(02)00004-7⟩. ⟨hal-02385516⟩

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