hydrogen; 10 palladium on active carbon in ethyl acetate T=20°C; Hydrogenation; Acylation; P=760 Torr;

1: H2 / Pd/C / ethyl acetate / 20 °C 2: Ph3P; diisopropyl azodicarboxylate / CHCl3 / Heating View Scheme

1: H2 / Pd/C / ethyl acetate / 20 °C 2: Ph3P; diisopropyl azodicarboxylate / CHCl3 / Heating View Scheme

1: SOCl2 / CCl4 / 0.5 h / Heating 2: RuCl3*3H2O, NaIO4 / acetonitrile; H2O / 1 h / Ambient temperature 3: 2.) 10percent H2SO4 / 1.) THF, r.t., 2.) 70percent aq. MeOH, reflux, 4 h 4: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h / 2585.7 Torr / Ambient temperature View Scheme

1: SOCl2 / CCl4 / 0.5 h / Heating 2: RuCl3*3H2O, NaIO4 / acetonitrile; H2O / 1 h / Ambient temperature 3: 2.) 10percent H2SO4 / 1.) THF, r.t., 2.) 70percent aq. MeOH, reflux, 4 h 4: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h / 2585.7 Torr / Ambient temperature 5: 48 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 64 h / Ambient temperature 6: H2 / 10percent Pd/C / ethanol / 16 h 7: 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 16 h / Ambient temperature View Scheme

1: 66 percent / H2 / 10 percent Pd/C / methanol / 760 Torr 2: 74 percent / NaHCO3 / H2O / 50 °C 3: 69 percent / PPh3; DEAD / CHCl3 / Heating View Scheme

1: 90 percent / aq. RuCl3, H5IO6 / acetonitrile; CCl4 2: 76 percent / 1.) H2, 2.) aq. HCl / Pd/C View Scheme

1: SOCl2 / CCl4 / 0.5 h / Heating 2: RuCl3*3H2O, NaIO4 / acetonitrile; H2O / 1 h / Ambient temperature 3: 2.) 10percent H2SO4 / 1.) THF, r.t., 2.) 70percent aq. MeOH, reflux, 4 h 4: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h / 2585.7 Torr / Ambient temperature 5: 48 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 64 h / Ambient temperature View Scheme