1: POCl3, N-methylimidazole / acetonitrile; pyridine / 2 h / Ambient temperature 2: acetonitrile; pyridine; H2O / 2 h / Ambient temperature 3: 80percent aq. CH3COOH / 0.33 h / 100 °C View Scheme

1: 93 percent / sodium borohydride / propan-2-ol / 14 h / 82 °C 2: sodium acetate trihydrate, glacial acetic acid / ethanol; H2O / 0.08 h / 0 - 5 °C 3: sodium borohydride / ethanol; H2O 4: 80 percent / Dowex 50Wx2 (H+) / methanol; H2O View Scheme

potassium carbonate in dimethyl sulfoxide T=108°C; 24 h;

hydrogen; acetic acid; palladium on activated charcoal Yield given. Multistep reaction;

silica gel; trifluoroacetic acid in methanol; chloroform

potassium carbonate in dimethyl sulfoxide T=108°C; 24 h;