1: Collins reagent / CH2Cl2 / 5 °C 2: tetrahydrofuran / 0 °C 3: 58 percent / NaBH4 / ethanol; various solvent(s) / 1 h / Heating 4: H2, 10percent Pd/C / ethanol / 1551.4 Torr 5: 60 percent / ethanol / Heating 6: 60 percent / NaBH4 / ethanol; tetrahydrofuran / Heating 7: 75 percent / 6N HCl / tetrahydrofuran / Ambient temperature View Scheme