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Reagents and conditions: (a) HNO3 fuming, H2SO4 conc.; (b) Boc-l-Phe-OH, HATU, DIPEA, CH2Cl2, rt, 40 min; (c) (1) 4 N HCl/DOX, rt, 30 min; (d) HATU, DIPEA, CH2Cl2, rt, 40 min; (e) CsF, DMF, 50 °C, 3 h, (f) Fe/NH4Cl, EtOH/H2O, reflux, 2 h; (g) picolinoyl chloride, DIPEA, DMAP, DMF, rt, 40 min.
