hydrogenchloride in 1,4-dioxane 4 h; Ambient temperature;

1: N-methylmorpholine / toluene / 16 h / Ambient temperature 2: 64 percent / H2, AcOH / 5percent Pd/C / 5 h / 70 °C / 2280 Torr 3: 69 percent / diphenyl phosphorazidate, N-methylmorpholine / dimethylformamide / 16 h / Ambient temperature 4: 35 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature View Scheme

1: 64 percent / H2, AcOH / 5percent Pd/C / 5 h / 70 °C / 2280 Torr 2: 69 percent / diphenyl phosphorazidate, N-methylmorpholine / dimethylformamide / 16 h / Ambient temperature 3: 35 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature View Scheme

1: 69 percent / diphenyl phosphorazidate, N-methylmorpholine / dimethylformamide / 16 h / Ambient temperature 2: 35 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature View Scheme

1: 80 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature 2: 94 percent / NaH / dimethylformamide / 5 h / Ambient temperature 3: 78 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature View Scheme

triethylamine in dichloromethane 16 h; Ambient temperature;

1: 80 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature 2: 94 percent / NaH / dimethylformamide / 5 h / Ambient temperature 3: 78 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature 4: 96 percent / 1 N aq. NaOH / 16 h / Ambient temperature View Scheme