Scheme 1. Synthesis of key intermediate 9 from testosterone.
a) LDA, THF, −78 °C then TMSCl; b) Pd(OAc)2, MeCN, r.t., 65% yield, 2 steps; c) SiO2, DIPEA, toluene, 60 °C; 69% yield (95% BRSM).
a) LDA, THF, −78 °C then TMSCl; b) Pd(OAc)2, MeCN, r.t., 65% yield, 2 steps; c) SiO2, DIPEA, toluene, 60 °C; 69% yield (95% BRSM).