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. Author manuscript; available in PMC: 2021 Oct 22.
Published in final edited form as: J Med Chem. 2020 Oct 15;63(20):11522–11547. doi: 10.1021/acs.jmedchem.0c00531

Scheme 2. Synthesis of Peptidomimetics 17 and 19a-ka.

Scheme 2.

aReagents and conditions: (a) HBTU, HOBt, DIPEA, CH2Cl2, rt, overnight, 89% for 15, 74% for 17. (b) HNEt2, MeCN, rt, 30 min, quant. (c) (i) LiOH, MeOH, rt, overnight; (ii) 1 N NaHSO4, 67%. (d) for 19a-19j, corresponding amine, HBTU, HOBt, DIPEA, CH2Cl2, rt, 30~86%; for 19k, 3-bromoprop-1-ene, NaHCO3, DMF, TBAI, rt, overnight, 76%.