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

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.

Citation

Miho Ibara, Takumi Abe, Daisuke Sawada. Chemo- and Site-Selective Replacement of N-Terminal Carbamates in Peptides. Organic letters. 2022 Mar 25;24(11):2131-2136

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PMID: 35285651

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