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. Author manuscript; available in PMC: 2022 Sep 24.
Published in final edited form as: Org Biomol Chem. 2020 Sep 30;18(37):7253–7272. doi: 10.1039/d0ob01417f

Table 11.

Zn-mediated transamidation of C-terminal peptides.

graphic file with name nihms-1628130-t0033.jpg
entry Boc-AΑ-tBu-nic (110) H-AΑ-XR3•HCl isolated yield (%)
1 Boc-Phe-NH-tBu-nic H-Phe-OMe•HCl 95
2 Boc-Alα-NH-tBu-nic H-Leu-OAll•HCl 99
3 Boc-Tyr(tBu)-NH-tBu-nic H-Val-OtBu•HCl 85
4 Boc-Pro-NH-tBu-nic H-Leu-OMe•HCl 95
5 Boc-Met-NH-tBu-nic H-Trp-OBn•HCl 80
6 Boc-Cys(tBu)-NH-tBu-nic H-Lys(Cbz)-OMe•HCl 57
7 Boc-Pro-Leu-Gly-NH-tBu-nic H-Phe-OMe•HCl 88