sodium tetrahydroborate in ethanol 72 h; Ambient temperature;

1: 45.4 percent / n-butyllithium / hexane; tetrahydrofuran / -5 °C 2: 62.4 percent / 3 N H2SO4 / H2O / 16 h / Heating 3: pyridine / 0 °C 4: aq. NaOH / methanol 5: 85.4 percent / diethyl ether; 1,2-dichloro-ethane / 1 h / Ambient temperature 6: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 7: 85.5 percent / TEA / ethanol / Ambient temperature 8: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: 45.4 percent / n-butyllithium / hexane; tetrahydrofuran / -5 °C 2: 62.4 percent / 3 N H2SO4 / H2O / 16 h / Heating 3: pyridine / 0 °C 4: aq. NaOH / methanol 5: 85.4 percent / diethyl ether; 1,2-dichloro-ethane / 1 h / Ambient temperature 6: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 7: 85.5 percent / TEA / ethanol / Ambient temperature 8: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: 62.4 percent / 3 N H2SO4 / H2O / 16 h / Heating 2: pyridine / 0 °C 3: aq. NaOH / methanol 4: 85.4 percent / diethyl ether; 1,2-dichloro-ethane / 1 h / Ambient temperature 5: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 6: 85.5 percent / TEA / ethanol / Ambient temperature 7: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: pyridine / 0 °C 2: aq. NaOH / methanol 3: 85.4 percent / diethyl ether; 1,2-dichloro-ethane / 1 h / Ambient temperature 4: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 5: 85.5 percent / TEA / ethanol / Ambient temperature 6: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: aq. NaOH / methanol 2: 85.4 percent / diethyl ether; 1,2-dichloro-ethane / 1 h / Ambient temperature 3: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 4: 85.5 percent / TEA / ethanol / Ambient temperature 5: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: 85.4 percent / diethyl ether; 1,2-dichloro-ethane / 1 h / Ambient temperature 2: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 3: 85.5 percent / TEA / ethanol / Ambient temperature 4: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: 84.9 percent / 3.52 N HCl (in ethyl acetate) / CH2Cl2 / 1.5 h / Ambient temperature 2: 85.5 percent / TEA / ethanol / Ambient temperature 3: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: 43.1 percent / Zn/AcOH / 25 h 2: 85.5 percent / TEA / ethanol / Ambient temperature 3: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme

1: 85.5 percent / TEA / ethanol / Ambient temperature 2: 88.6 percent / NaBH4 / ethanol / 72 h / Ambient temperature View Scheme