anhydrous copper sulphate; ammonium acetate; oxygen in various solvent(s) T=100°C; 5 h; further reagent, without O2; Product distribution;

human prostate gland

1: 87 percent / triethylamine / methanol / 0.5 h / Ambient temperature 2: 97 percent / ammonia / methanol / Ambient temperature 3: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C 4: 88 percent / 3-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C 5: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 6: 0.65 g / aq. formic acid / 3 h / Ambient temperature 7: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C 2: 88 percent / 3-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C 3: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 4: 0.65 g / aq. formic acid / 3 h / Ambient temperature 5: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: 88 percent / 3-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C 2: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 3: 0.65 g / aq. formic acid / 3 h / Ambient temperature 4: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: 97 percent / ammonia / methanol / Ambient temperature 2: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C 3: 88 percent / 3-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C 4: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 5: 0.65 g / aq. formic acid / 3 h / Ambient temperature 6: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: 21.1 g / pyridine / 1 h / 40 °C 2: 100 percent / phosphoryl trichloride, N,N-dimethylaniline / 0.12 h / 115 °C 3: 87 percent / triethylamine / methanol / 0.5 h / Ambient temperature 4: 97 percent / ammonia / methanol / Ambient temperature 5: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C 6: 88 percent / 3-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C 7: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 8: 0.65 g / aq. formic acid / 3 h / Ambient temperature 9: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: 100 percent / phosphoryl trichloride, N,N-dimethylaniline / 0.12 h / 115 °C 2: 87 percent / triethylamine / methanol / 0.5 h / Ambient temperature 3: 97 percent / ammonia / methanol / Ambient temperature 4: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C 5: 88 percent / 3-chloroperbenzoic acid / CH2Cl2 / 2.5 h / -5 °C 6: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 7: 0.65 g / aq. formic acid / 3 h / Ambient temperature 8: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C 2: 0.65 g / aq. formic acid / 3 h / Ambient temperature 3: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme

1: N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 24 h / 100 °C 2: 0.65 g / aq. formic acid / 3 h / Ambient temperature 3: hydrogen / palladium on carbon / ethanol; acetic acid; H2O / 2 h View Scheme