Structure activity relationships and molecular modeling of the N-(3-pivaloyloxy-2-benzylpropyl)-N′-[4-(methylsulfonylamino)benzyl] thiourea template for TRPV1 antagonism

. Author manuscript; available in PMC: 2013 Oct 19.

Published in final edited form as: Bioorg Med Chem Lett. 2012 Apr 13;22(11):3656–3660. doi: 10.1016/j.bmcl.2012.04.034

Scheme 4. Reactions and conditions: (a) NaOEt, diethyl carbonate, toluene; (b) LiAlH4, ether; (c) pivaloyl chloride, N(C2H5)3, DMAP, CH2Cl2; (d) MsCl, NEt3, CH2Cl2; (e) NaN3, DMF; (f) CS2, PPh3, THF; (e) 16 or 17, N(C2H5)3, CH2Cl2.