Chemo-and Site-Selective Replacement of N-Terminal Carbamates in Peptides

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Abstract

In peptide synthesis, it is important to distinguish the terminal amino group and carry out the selective transformation of only the N-Terminal protecting group. We describe herein a reaction for the chemo-and site-selective replacement of carbamates with various other carbamates only at the N-Terminus of peptides. We demonstrate the scope of carbamates and peptides and the introduction of fluorine into a peptide. This strategy is applicable to the late stage of peptide synthesis.

Original languageEnglish
Pages (from-to)2131-2136
Number of pages6
JournalOrganic Letters
Volume24
Issue number11
DOIs
Publication statusPublished - Mar 25 2022

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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