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. Author manuscript; available in PMC: 2012 Oct 13.

Published in final edited form as: J Med Chem. 2011 Aug 31;54(19):6786–6795. doi: 10.1021/jm2006904

Scheme 5a — ^aReagents and conditions: (i) LiAlH₄, THF, 18h, 67%; (ii) mCPBA, CH₃CN, 4 °C, 4d, 90%; (iii) NaN₃, NH₄Cl, EtOH, 17h, 90%; (iv) p-TsOH, acetone, 12h, 67%; (v) TsCl, pyridine, CH₂Cl₂, 12h, 70%; (vi) N-phenyl piperazine, K₂CO₃, EtOH, 12h, 60%; (vii) H₂, 10 mol % Pd/C, EtOAc, 97%; (viii) PhOCOCl, Et₃N, DMAP, CH₂Cl₂, 15 min, 89%; (ix) oxalic acid, THF:H₂O, 60 °C, 8h, 66%.