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. Author manuscript; available in PMC: 2019 Sep 13.
Published in final edited form as: J Med Chem. 2018 Aug 30;61(17):7877–7891. doi: 10.1021/acs.jmedchem.8b00827

Scheme 5. Synthesis of 25a.

Scheme 5.

aReagents and conditions: (a) PhSO2Cl, NaH, THF, 0 °C to rt; (b) NH4OH, glyoxal, ethanol, reflux; (c) i) NBS, THF, 0 °C to rt; ii) SEMCl, NaH, THF; (d) 8, i-PrMgCl(LiCl), THF, rt to reflux; (e) Pd(OAc)2, K2CO3, PPh3, n-BuOH, reflux; (f) TFA, DCM, rt.