hydrogen; Pd-BaSO4 in water; N,N-dimethyl-formamide 24 h;

sodium hydroxide in methanol T=20°C; Hydrolysis; 0.333333 h;

sodium carbonate in water; N,N-dimethyl-formamide 1.5 h;

potassium carbonate in water; N,N-dimethyl-formamide 0.5 h; Ambient temperature;

1: 96 percent / Et3N / 18 h / 20 °C 2: TFA; acetone 3: 95 percent / Et3N / 18 h / 20 °C 4: aq. HCl; acetone / dioxane 5: 95 percent / HCOONa; Ac2O / 1.33 h / 0 - 20 °C 6: 95 percent / aq. NaOH / methanol / 0.33 h / 20 °C View Scheme

1: trifluoroacetic acid / 0.67 h 2: diisopropylethylamine, 1-hydroxybenzotriazole / dimethylformamide / 12 h / Ambient temperature 3: trifluoroacetic acid / 0.67 h 4: diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature 5: 80 percent / hydrogen / 10percent Pd/BaSO4 / dimethylformamide; H2O; various solvent(s) / 24 h View Scheme

1: 75 percent / diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature 2: trifluoroacetic acid / 0.67 h 3: diisopropylethylamine, 1-hydroxybenzotriazole / dimethylformamide / 12 h / Ambient temperature 4: trifluoroacetic acid / 0.67 h 5: diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature 6: 80 percent / hydrogen / 10percent Pd/BaSO4 / dimethylformamide; H2O; various solvent(s) / 24 h View Scheme

1: diisopropylethylamine, 1-hydroxybenzotriazole / dimethylformamide / 12 h / Ambient temperature 2: trifluoroacetic acid / 0.67 h 3: diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature 4: 80 percent / hydrogen / 10percent Pd/BaSO4 / dimethylformamide; H2O; various solvent(s) / 24 h View Scheme

1: diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature 2: 80 percent / hydrogen / 10percent Pd/BaSO4 / dimethylformamide; H2O; various solvent(s) / 24 h View Scheme

1: trifluoroacetic acid / 0.67 h 2: diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature 3: 80 percent / hydrogen / 10percent Pd/BaSO4 / dimethylformamide; H2O; various solvent(s) / 24 h View Scheme