1: 98 percent / DCC, DMAP / CHCl3 / 24.5 h / 0 - 20 °C 2: 82 percent / H2, NH3 / Raney Ni / methanol; H2O / 2.5 h / 2585.7 Torr 3: 88 percent / DCC, DMAP / CHCl3 / 12.2 h / 0 - 20 °C 4: 84 percent / H2, 0.1 N aq. HCl / 10percent Pd/C / methanol / 7.5 h / 760 Torr View Scheme

1: 95.6 percent / Et3N / acetonitrile / 2.5 h / Ambient temperature 2: tetrahydrofuran; H2O / 2 h 3: H2 / 5percent Pd/C / tetrahydrofuran; H2O / 3 h / 760 Torr / Ambient temperature View Scheme