in N,N-dimethyl acetamide T=25°C; 144 h;

hydrogenchloride in tetrahydrofuran T=25°C; 18 h; Yield given;

1: 97 percent / diphenylphosphoryl azide, Et3N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h 2: 96 percent / HCl (4.4 N) / dioxane / 0.75 h / 25 °C 3: 82 percent / diphenylphosphoryl azide, Et3N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h 4: H2 / 5percent Pd/C / dioxane; methanol / 18 h / 760 Torr / Ambient temperature 5: 78 percent / N,N-dimethyl-acetamide / 144 h / 25 °C View Scheme

1: H2 / 5percent Pd/C / dioxane; methanol / 18 h / 760 Torr / Ambient temperature 2: 78 percent / N,N-dimethyl-acetamide / 144 h / 25 °C View Scheme

1: 96 percent / HCl (4.4 N) / dioxane / 0.75 h / 25 °C 2: 82 percent / diphenylphosphoryl azide, Et3N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h 3: H2 / 5percent Pd/C / dioxane; methanol / 18 h / 760 Torr / Ambient temperature 4: 78 percent / N,N-dimethyl-acetamide / 144 h / 25 °C View Scheme

1: 82 percent / diphenylphosphoryl azide, Et3N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h 2: H2 / 5percent Pd/C / dioxane; methanol / 18 h / 760 Torr / Ambient temperature 3: 78 percent / N,N-dimethyl-acetamide / 144 h / 25 °C View Scheme

1: KH poliamide resin, 4-(dimethylamino)pyridine, N-methylmorpholine, piperidine, 1percent TFA 2: 0.1 N HCl / tetrahydrofuran / 18 h / 25 °C View Scheme

1: 85 percent / 10percent Na2CO3 / dioxane / 20 h / 24 °C 2: dicyclohexylcarbodiimide / CH2Cl2 / 0.25 h 3: KH poliamide resin, 4-(dimethylamino)pyridine, N-methylmorpholine, piperidine, 1percent TFA 4: 0.1 N HCl / tetrahydrofuran / 18 h / 25 °C View Scheme

1: N-methylmorpholine / dimethylsulfoxide; dimethylformamide / 30 h / 0 °C 2: KH poliamide resin, 4-(dimethylamino)pyridine, N-methylmorpholine, piperidine, 1percent TFA 3: 0.1 N HCl / tetrahydrofuran / 18 h / 25 °C View Scheme

1: dicyclohexylcarbodiimide / CH2Cl2 / 0.25 h 2: KH poliamide resin, 4-(dimethylamino)pyridine, N-methylmorpholine, piperidine, 1percent TFA 3: 0.1 N HCl / tetrahydrofuran / 18 h / 25 °C View Scheme