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Article Dans Une Revue SYNLETT Année : 2016

Expedient Synthesis of Fmoc-(S)-γ-Fluoroleucine and Late-Stage Fluorination of Peptides

Résumé

A concise synthesis of (S)-γ-fluoroleucine is described in five steps from commercially available compounds, with an overall yield of 57%. The Markovnikov hydrofluorination reaction of the unsaturated amino acid precursor as last step of the synthesis proved to be effective. This fluorination can also be performed directly on a short peptide model with the same efficiency. This reaction could be in principle applicable for the preparation of radiolabeled amino acids and peptides.

Domaines

Chimie
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Dates et versions

hal-03566452 , version 1 (11-02-2022)

Identifiants

Citer

Roberto Fanelli, Jean Martinez, Florine Cavelier. Expedient Synthesis of Fmoc-(S)-γ-Fluoroleucine and Late-Stage Fluorination of Peptides. SYNLETT, 2016, 27 (09), pp.1403-1407. ⟨10.1055/s-0035-1561568⟩. ⟨hal-03566452⟩
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