hydrogen; platinum(IV) oxide in methanol T=20°C; P=1810.02 - 2068.59 Torr; 3.5 h;

1: 94 percent / pyridine 2: 47 percent / NaN3 / dimethylformamide 3: H2 / Pd/C View Scheme

1: 47 percent / NaN3 / dimethylformamide 2: H2 / Pd/C View Scheme

1: CH2Cl2 2: 94 percent / pyridine 3: 47 percent / NaN3 / dimethylformamide 4: H2 / Pd/C View Scheme

1: CH2Cl2 2: 94 percent / pyridine 3: 47 percent / NaN3 / dimethylformamide 4: H2 / Pd/C View Scheme

1: H2 / PtO2 / ethyl acetate / 20 °C / 1810.02 - 2068.59 Torr 2: 97.9 percent / pyridine; DMAP / 0 °C 3: NaN3 / dimethylformamide / 65 - 70 °C 4: H2 / PtO2 / methanol / 3 h / 20 °C / 1810.02 - 2068.59 Torr View Scheme

1: MeONa / methanol 2: H2 / PtO2 / ethyl acetate / 20 °C / 1810.02 - 2068.59 Torr 3: 97.9 percent / pyridine; DMAP / 0 °C 4: NaN3 / dimethylformamide / 65 - 70 °C 5: H2 / PtO2 / methanol / 3 h / 20 °C / 1810.02 - 2068.59 Torr View Scheme

1: NaN3; NH4Cl / aq. ethanol / 18 h / Heating 2: pyridine; DMAP / 16 h / 20 °C 3: lipase Amano-PS; aq. phosphate buffer / 2.5 h / pH 7.2 4: MeONa / methanol 5: H2 / PtO2 / ethyl acetate / 20 °C / 1810.02 - 2068.59 Torr 6: 97.9 percent / pyridine; DMAP / 0 °C 7: NaN3 / dimethylformamide / 65 - 70 °C 8: H2 / PtO2 / methanol / 3 h / 20 °C / 1810.02 - 2068.59 Torr View Scheme

1: HCOONH4 / Pd/C / methanol 2: CH2Cl2 3: 94 percent / pyridine 4: 47 percent / NaN3 / dimethylformamide 5: H2 / Pd/C View Scheme

1: 96 percent / H2 / Pd-C / ethanol / 6 h / 1292.9 Torr 2: 92 percent / Et3N / CH2Cl2 / 2 h / 0 °C 3: NaN3 / dimethylformamide / 80 °C 4: H2 / Pd-C / ethanol / 6 h View Scheme