Convenient access to β-substituted cysteines and β- and γ-mercapto prolines

Research output: Contribution to journalJournal articleResearchpeer-review

Herein we describe a convenient method for the synthesis of the ,8-substituted Cys analogs 1a, b and trans-,8-mercapto proline 1c, from their corresponding a ,,8-unsaturated-a-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate ,8-thioethers are stable toward chromatographic purification, and after global deprotection the ,8-mercapto amino acids 1a-c are obtained in good to high yields (64%-99%).

Original languageEnglish
JournalCanadian Journal of Chemistry
Volume101
Issue number5
Pages (from-to)326-333
ISSN0008-4042
DOIs
Publication statusPublished - 2023

    Research areas

  • cysteine analogs, proline analogs, SITE-SPECIFIC INCORPORATION, UNNATURAL AMINO-ACIDS, PEPTIDOMIMETICS, ANALOGS, DESIGN, TOOL

ID: 341260058