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.