Scheme 4.
Synthesis of 3-(4-(4-hydroxy-2,4-dimethylpentan-2-yl)phenoxy)propanamide derivative 30 a. a Reagents and conditions: (a) anisole, AlCl3, DCM, 65 °C, 2 h, 20%; (b) H2SO4, MeOH, rt, 12 h, 68%; (c) 1.0 M BBr3 in DCM, DCM, rt, 2 h, 66%; (d) 3.0 M CH3MgBr in ether, THF, rt, 16 h, 71%; (e) N-methyl morpholine, acetonitrile, rt, 12 h, 95%; (f) 10% Pd/C, H2 (balloon), EtOAc, rt, 12 h, 83%; (g) 3-(trifluoromethoxy)aniline, T3P, DIPEA, THF, rt, 12 h, 76%.
