1: n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 15 min and room temp., 10 h 2: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 min 3: H2, 5 N HCl / 10percent Pd-C / tetrahydrofuran; methanol / 8 h / 760 Torr / Ambient temperature 4: K2CO3 / tetrahydrofuran; H2O / Ambient temperature 5: 77 percent / aq. LiOH / tetrahydrofuran / 1 h / 0 °C View Scheme

1: 1) n-BuLi / 1) hexane, THF, -78 deg C, 2) a) -78 deg C, 15 min, b) up to room temp., 45 min 2: 1) KHMDS, 2) trisyl azide / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 2 min 3: aq. LiOH, 30percent H2O2 / tetrahydrofuran; H2O / 1 h / 0 °C 4: H2 / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature View Scheme