1: 95 percent / pyridine / 0 °C 2: TsOH / methanol; H2O / 72 h / Ambient temperature 3: amberlite IRA-400/OH(1-) 4: Collins reagent / CH2Cl2 / 5 °C 5: tetrahydrofuran / 0 °C 6: 58 percent / NaBH4 / ethanol; various solvent(s) / 1 h / Heating 7: H2, 10percent Pd/C / ethanol / 1551.4 Torr 8: 60 percent / ethanol / Heating 9: 60 percent / NaBH4 / ethanol; tetrahydrofuran / Heating 10: 75 percent / 6N HCl / tetrahydrofuran / Ambient temperature View Scheme