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. Author manuscript; available in PMC: 2021 Apr 29.
Published in final edited form as: J Med Chem. 2020 Aug 28;63(17):9838–9855. doi: 10.1021/acs.jmedchem.0c01016

Scheme 3.

Scheme 3.

Synthetic Route for the Preparation of QD394-Mea

aReagents and conditions: (i) conc. HNO3, CH2Cl2, rt, 24 h; (ii) H2NCHO, HCl(g) from 40 to 80 °C, 1 h; (iii) glacial CH3COOH, Zn, 0 °C for 2 h, r.t. for 4 h; (iv) (NH4)2Ce(NO3)6, CH3CN/H2O, 0 °C, 20 min.; (v) CeCl3•7H2O, abs EtOH, rt, 1.5 h.