Skip to main content
. Author manuscript; available in PMC: 2015 Jul 30.
Published in final edited form as: J Med Chem. 2013 Sep 5;56(18):7312–7323. doi: 10.1021/jm400770g

Scheme 1.

Scheme 1

a) BnCl, K2CO3, DMF, 1 h, 130 °C, 92%; b) PBr3, CH2Cl2, rt, 16 h, 81%; c) NaCN, DMF, rt, 2 h, 85%; d) 1.0 M BH3-THF complex, THF, reflux, 2 h, 69%; e) 1,3-N,N′-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea, Et3N, DMF, 0 °C-rt, 24 h, 78%; f) Sn2Me6, Pd(PPh3)4, toluene, reflux, N2, 30 min, 46%; g) i) 2-(Diacetoxyiodo)thiophene, p-TsOH·H2O, MeCN, CH2Cl2, N2, rt, 1 h; ii) 8, MeCN, CH2Cl2, N2, rt, 20 h, 69%; h) KBr, MeCN, H2O, 60 °C-rt, 1 h, 89%.