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. Author manuscript; available in PMC: 2023 Sep 16.
Published in final edited form as: J Med Chem. 2021 Jul 21;64(15):11267–11287. doi: 10.1021/acs.jmedchem.1c00628

Scheme 4. Synthesis of 18a.

Scheme 4.

a(i) DBU, DCM, (ii) Pd/C, H2, MeOH, (iii) LiOH, MeOH/H2O, (iv) N,O-dimethylhydroxylamine, DIPEA, T3P, DCM, (v) TFA, DCM; Cbz-Val-Cha-OH, DIPEA, T3P, DCM, and (vi) LAH, THF, 0 °C.