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. Author manuscript; available in PMC: 2020 Apr 11.
Published in final edited form as: J Med Chem. 2019 Mar 22;62(7):3503–3512. doi: 10.1021/acs.jmedchem.8b01972

Scheme 1. Synthesis of racemic pyrrolidines.

Scheme 1.

Reagents and conditions: (a) Ph3P=CHCO2Me; (b) TFA, Me3SiCH2N(Bn)CH2OMe; (c) NH4CO2H, Pd/C; (d) Et3N, Boc2O; (e) LiOH; (f) ArCH2NH2, HATU; (g) HCl.