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. Author manuscript; available in PMC: 2017 Mar 24.
Published in final edited form as: J Med Chem. 2016 Mar 15;59(6):2579–2595. doi: 10.1021/acs.jmedchem.5b01780

Scheme 4a.

Scheme 4a

aReagents and conditions: i) 1) Chlorosulfonic acid, 0°C to r.t., 3h, 2) Zn, EtOH, conc. HCl, reflux 45 min, r.t. overnight; ii) ethyl 3-(4-bromophenyl)propanoate, PdCl2(dppf), Zn, THF, reflux, 24h; iii) oxone, H2O, MeOH, 0°C to r.t., 12h; iv) LiOH 1N, THF, H2O, r.t. 12h.