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. Author manuscript; available in PMC: 2013 Jul 5.

Published in final edited form as: Bioorg Med Chem. 2008 Nov 24;17(2):709–715. doi: 10.1016/j.bmc.2008.11.051

Scheme 3 — Reagents: a C₁₆H₃₃I, NaH, DMF, 0°C-r.t., 20h; b. 3-bromopropoxy-tert-butyl-dimethylsilane (excess), NaH, DMF, 0°C-r.t., 20h; c. (i) TBAF(1M in THF), 2h; (ii) PCC, DCM, r.t., 4.5h; d. 3a (aminoguanidine), CH₃COOH (cat.), EtOH, 85°C, 2h; e. CF₃COOH, r.t., 30 min. The pentatrifluoroacetate salt form is assumed.