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. Author manuscript; available in PMC: 2020 Oct 16.
Published in final edited form as: Bioorg Med Chem. 2010 May 25;18(14):5208–5223. doi: 10.1016/j.bmc.2010.05.057

Scheme 3.

Scheme 3.

Solution phase synthesis of spirodiketopiperazines, 24, 27, and 29–40. Reagents and conditions: (a) MeOH, 55 °C; (b) concd HCl, 55 °C; (c) AcOH/toluene, 80 °C; (d) H2, Pd(OH)2/C, EtOH, 50 °C, then 4 N HCl/AcOEt (50–90% in four steps); (e) Ar-CHO, NaBH(OAc)3, AcOH, DMF and then 4 N HCl/AcOEt (50–90%).