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. Author manuscript; available in PMC: 2009 Sep 16.
Published in final edited form as: J Med Chem. 2009 Jun 25;52(12):3652–3665. doi: 10.1021/jm8015798

Scheme 3a.

Scheme 3a

a Reagents and conditions: (i) Se, NaOH, N2H4 · H2O, DMF, Ar, 60 °C. (ii) NaBH4, ethyl 5-bromovalerate, EtOH, Ar, 0 °C. (iii) (a) aq NaOH, rt, 1 h; (b) TFA/CH2Cl2/thioanisole, rt, 0.5 h. (iv) (a) EtONa, DMF, rt; (b) Br(CH2)7COOEt, reflux, 10 h. (v) 3 M HCl, reflux, 3 h.