lithium aluminium tetrahydride in tetrahydrofuran Reduction; 30 h; Heating;

1: 98 percent / H2 / Pd/C / methanol / 28 h / 20 °C 2: 80 percent / LiAlH4 / tetrahydrofuran / 30 h / Heating View Scheme

ethanol; platinum T=50°C; Hydrogenation;

1: Raney nickel; ethanol / Hydrogenation 2: Electrolysis View Scheme

10 palladium on carbon; hydrogen

1.1: triethylamine / CH2Cl2 / 2 h / 20 °C 2.1: sodium ethoxide / ethyl acetate / 1 h / Heating 2.2: ethyl acetate / 3 h / Heating 3.1: aq. NaOH / ethanol / 24 h 3.2: 25.4 g / ethyl acetate / 2 h / Heating 4.1: SOCl2 / 2 h / Heating 5.1: α-chymotrypsin; aq. NaOH / H2O / 48 h / 32 - 33 °C / pH 7.2 5.2: 11.2 g / aq. NaOH / ethanol / 24 h / 20 °C View Scheme