1: 85 percent / DMAP / pyridine / 1.) 0 deg C, 30 min, 2.) room temp., 24 h 2: 87 percent / NaBH4 / dimethylsulfoxide / 16 h / 45 °C 3: 92 percent / H2 / Pd/C / methanol / 18 h / 760 Torr / Ambient temperature 4: aq. NaHCO3, NaOCl, KBr, TEMPO / acetone / 2 h / 0 °C View Scheme