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. Author manuscript; available in PMC: 2012 May 4.
Published in final edited form as: J Med Chem. 2010 Nov 4;53(23):8287–8297. doi: 10.1021/jm100738d

Scheme 3.

Scheme 3

(a) CH3NO2, NaOH/THF, rt; (b) CH2(COOH)2, piperidine/Py, 2 h, reflux; (c) (EtO)2P(O)CH2CN, t-BuOK/THF, 0 °C – rt, 48 h; (d) Na2S2O4, NH3·H2O, THF/H2O (1:1), rt, 3 h; (e) 20% HCl/ether in acetone; (f) acetone, NaOH, rt; (g) NaBH4, SbCl3; (h) HCOOH/Pd-C, Et3N/CH3CN, reflux, 1–3 h; (i) H2, Pd-C/THF, 6 h.