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. Author manuscript; available in PMC: 2013 Jul 15.
Published in final edited form as: Bioorg Med Chem Lett. 2012 Jun 6;22(14):4593–4598. doi: 10.1016/j.bmcl.2012.05.103

Scheme 1.

Scheme 1

Synthesis of 2-substituted aryl methylcarbamates and unsubstituted control 17

i) Cs2CO3, R-Br (or Cl, I, OTs), DMF, 80 °C, 16 h. ii) NaHCO3, R-Br (or Cl, I, OTs), DMF, 50 °C, 16 h. iii) KOt-Bu, THF; MeNHC(O)Cl. iv) i-PrMgCl, THF, −78 °C; MeO(Me)NC(O)CH2CH(Et)2. v) BBr3, CH2Cl2, 0°C. vi) NaBH4, CH3OH; Pd/C, H2, CH3OH.