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. Author manuscript; available in PMC: 2016 Mar 1.
Published in final edited form as: Bioorg Med Chem. 2015 Jan 13;23(5):1027–1043. doi: 10.1016/j.bmc.2015.01.011

Scheme 7.

Scheme 7

Synthesis of phenoxyacetamide T3SS inhibitors with multiple optimizations.

Reagents and conditions: (a) ethyl (S)-hydroxybutanoate, DIAD, PPh3, THF, 20 °C; (b) KOH, MeOH/H2O, 20 °C; (c) amine, HATU, DIPEA, DMF, 20 °C.