1.1: POCl3; Et3N / CH2Cl2 / 0.5 h 1.2: pyridine / CH2Cl2 / 20 °C 2.1: 180 mg / H2 / Pd/C / ethyl acetate; methanol / 2.5 h View Scheme

1: 1.) NEt3; 2.) KCl (0.1N) / 1.) CHCl3, room temp., 6h; 40 deg C, 12 h; 2.) 1 h 2: 2.) AgOAc / 1.) methanol, 55 deg C, overnight; 2.) 90 percent aqueous methanol, 2 h 3: 98 percent / H2 / palladium black / ethanol / 72 h / 50 °C / 760 Torr 4: 91 percent / pyridine / 2 h / 70 °C View Scheme