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. Author manuscript; available in PMC: 2011 Jan 15.
Published in final edited form as: Bioorg Med Chem Lett. 2009 Nov 18;20(2):665. doi: 10.1016/j.bmcl.2009.11.056

Scheme 6.

Scheme 6

Reagents and conditions: (a) 4-ClPhNH2, HOBt, EDC, DIPEA, THF, RT, overnight, 87%; (b) 3,5-bis(CF3)COCl, TEA, CH2Cl2, RT, overnight, 97%; (c) i. TFA, −10 °C, NaNO2; ii. NaN3, −10 °C to RT, 2 h, 63%; (d) 25, CuSO4•5H2O, L-Ascorbic acid, H2O/tBuOH, 1:1, RT, overnight, 19%; (e) i. 6M HCl, 0 °C, NaNO2; ii. NaN3, 0 °C, 15 min., 56%; (f) 27, CuSO4•5H2O, L-Ascorbic acid, H2O/tBuOH, 1:1, RT, 48 h, 10%.