Reagents and conditions: (a)
aniline, Ti(OiPr)4, diethylaluminum cyanide,
DCE, rt, 24 h, 74%; (b) NH3/MeOH, Raney Ni, 2.7 atm H2(g), 24 h, 78%; (c) 1,3-di-Boc-2-(carboxymethyl)guanidine,
HOBt, EDCI, Et3N, DCM, 0 °C → rt, 20 h, 37%;
(d) TFA, DCM, rt, 6 h, 65%.