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. 2020 Feb 17;5(8):3979–3995. doi: 10.1021/acsomega.9b03493

Scheme 1. Synthetic Pathway to Stapled Olefin-Bridged H31-11 K4M-Based Macrocyclic Peptides via Ring-Closing Metathesis, Illustrated for Peptide 23.

Scheme 1

Reagents and Conditions: (a) Hoveyda–Grubbs Catalyst, 1,2-dichlorobenzene, 200 °C, 5 min; (b) 20% piperidine in N-methyl pyrrolidone, 40 min; and (c) TFA, triethylsilane, water, 1,2-ethanedithiol and thioanisole (93:1:2.5:2.5:1), 1 h.