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Issue 86, 2018
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A catalytic one-step synthesis of peptide thioacids: the synthesis of leuprorelin via iterative peptide–fragment coupling reactions

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Abstract

A catalytic one-step synthesis of peptide thioacids was developed. The oxygen–sulfur atom exchange reaction converted the carboxy group at the C-terminus of the peptides into a thiocarboxy group with suppressed epimerization. This method was successfully applied to the synthesis of the peptide drug leuprorelin via an iterative fragment-coupling protocol.

Graphical abstract: A catalytic one-step synthesis of peptide thioacids: the synthesis of leuprorelin via iterative peptide–fragment coupling reactions

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Publication details

The article was received on 04 Oct 2018, accepted on 04 Oct 2018 and first published on 05 Oct 2018


Article type: Communication
DOI: 10.1039/C8CC07935H
Citation: Chem. Commun., 2018,54, 12222-12225
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    A catalytic one-step synthesis of peptide thioacids: the synthesis of leuprorelin via iterative peptide–fragment coupling reactions

    T. Matsumoto, K. Sasamoto, R. Hirano, K. Oisaki and M. Kanai, Chem. Commun., 2018, 54, 12222
    DOI: 10.1039/C8CC07935H

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