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. Author manuscript; available in PMC: 2012 Aug 17.
Published in final edited form as: ACS Chem Neurosci. 2011 Aug 17;2(8):411–432. doi: 10.1021/cn2000266

Scheme 4.

Scheme 4

a(i) MeN(OMe)H·HCl, DIEA, DMAP, DCC (ii) LiAlH4, THF, 0 °C, 85% (2 steps) (iii) TsNHNH2, EtOH, 90% (iv) NaNO2, HCl, H2O, 0 °C (v) NaOH, aq. EtOH (vi) HCl, EtOAc, 80–90% (vii) R2CO2H, EDC, NEt3, CH2Cl2