lithium aluminium tetrahydride in diethyl ether 2 h; Ambient temperature;

hydrogenchloride; sodium carbonate in diethyl ether; ethanol; water

1: 58 percent / piperidinium acetate / benzene / Heating 2: 72 percent / lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / -78 °C 3: 14.06 g / LiAlH4 / diethyl ether / a.) 0 deg C, 10 min, b.) room temperature, 3.5 h 4: 83 percent / Et3N, DMAP / CH2Cl2 / 20 h / Ambient temperature 5: 91 percent / H2 / 10percent Pd-C / ethanol / Ambient temperature 6: H2O; propan-2-ol / pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4) View Scheme

1: 72 percent / lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / -78 °C 2: 14.06 g / LiAlH4 / diethyl ether / a.) 0 deg C, 10 min, b.) room temperature, 3.5 h 3: 83 percent / Et3N, DMAP / CH2Cl2 / 20 h / Ambient temperature 4: 91 percent / H2 / 10percent Pd-C / ethanol / Ambient temperature 5: H2O; propan-2-ol / pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4) View Scheme

1: 91 percent / H2 / 10percent Pd-C / ethanol / Ambient temperature 2: H2O; propan-2-ol / pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4) View Scheme

1: 14.06 g / LiAlH4 / diethyl ether / a.) 0 deg C, 10 min, b.) room temperature, 3.5 h 2: 83 percent / Et3N, DMAP / CH2Cl2 / 20 h / Ambient temperature 3: 91 percent / H2 / 10percent Pd-C / ethanol / Ambient temperature 4: H2O; propan-2-ol / pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4) View Scheme

1: 83 percent / Et3N, DMAP / CH2Cl2 / 20 h / Ambient temperature 2: 91 percent / H2 / 10percent Pd-C / ethanol / Ambient temperature 3: H2O; propan-2-ol / pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4) View Scheme

1: 1.) Na 2: LiAlH4 / diethyl ether / 18 h / 35 °C View Scheme

1: Na, 4-t-butylcatechol, ethanol / 2 h / Heating 2: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

in water; isopropyl alcohol pig pancreatic lipase, pH 7 buffer (K2HPO4-KH2PO4);