Facile Preparation of Peptides with C-Terminal <i>N</i>-Alkylamide <i>via</i> Radical-Initiated Dethiocarboxylation

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  • Shimizu Tatsuhiko
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University
  • Miyajima Rin
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University
  • Naruse Naoto
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University
  • Yamaoka Kosuke
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University
  • Aihara Keisuke
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University
  • Shigenaga Akira
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University
  • Otaka Akira
    Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University

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  • Facile Preparation of Peptides with C-Terminal N-Alkylamide via Radical-Initiated Dethiocarboxylation

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Abstract

A new synthetic method has been developed to prepare peptides bearing a C-terminal N-alkylamide from peptide thioacids via a radical-initiated dethiocarboxylation process. This method enables the introduction of various alkyl groups to C-terminal amides simply by replacing the amino acid building block. Its application to the preparation of anti-cancer drug ABT-510 is also reported.

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