1: C12H20INO4 With trifluoroacetic acid in dichloromethane T=25°C; 3 h; Heating / reflux; 2: With barium dihydroxide in tetrahydrofuran; water T=25°C; 4 h; 3: di-tert-butyl dicarbonate in tetrahydrofuran; water T=25°C; 16 h;

hydrogen; palladium on activated charcoal in tetrahydrofuran P=3800 Torr; 48 h;

1: 58 percent / LiAlH4 / tetrahydrofuran / 0.5 h / -78 °C 2: 1.) H2, 2.) Et3N, TBTU / 1.) Pd/C / 1.) MeOH, 2.) MeCN View Scheme

hydrogen; palladium on activated charcoal in methanol

hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal 1.) MeOH, 2.) MeCN; Multistep reaction;