sodium hydroxide in methanol T=20°C; 18 h;

1: 90 percent / sodium carbonate / acetone / 18 h / Heating 2: 35 percent / nitric acid, acetic anhydride / 1) -20 deg C, 6 h; 2) room temperature, 4 h 3: H2 / Ni-raney / ethanol / 12 h / 50 °C 4: 84 percent / CH2Cl2 / 12 h / Heating 5: 93 percent / aq. NaOH / methanol / 18 h / Heating 6: dicyclohexylcarbodiimide, dimethylaminopyridine / CH2Cl2 / 4 h 7: 86 percent / aq. NaOH / methanol / 72 h / Heating View Scheme

1: 35 percent / nitric acid, acetic anhydride / 1) -20 deg C, 6 h; 2) room temperature, 4 h 2: H2 / Ni-raney / ethanol / 12 h / 50 °C 3: 84 percent / CH2Cl2 / 12 h / Heating 4: 93 percent / aq. NaOH / methanol / 18 h / Heating 5: dicyclohexylcarbodiimide, dimethylaminopyridine / CH2Cl2 / 4 h 6: 86 percent / aq. NaOH / methanol / 72 h / Heating View Scheme

1: H2 / Ni-raney / ethanol / 12 h / 50 °C 2: 84 percent / CH2Cl2 / 12 h / Heating 3: 93 percent / aq. NaOH / methanol / 18 h / Heating 4: dicyclohexylcarbodiimide, dimethylaminopyridine / CH2Cl2 / 4 h 5: 86 percent / aq. NaOH / methanol / 72 h / Heating View Scheme

1: 0.15 g / 3-(diethoxy-phosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; triethylamine / CH2Cl2 / 17 h 2: LiOH / tetrahydrofuran; methanol / 5 h / 60 °C View Scheme

1: trifluoroacetic acid / CH2Cl2; H2O / 0.5 h 2: 0.15 g / 3-(diethoxy-phosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; triethylamine / CH2Cl2 / 17 h 3: LiOH / tetrahydrofuran; methanol / 5 h / 60 °C View Scheme

1: 0.15 g / 3-(diethoxy-phosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; triethylamine / CH2Cl2 / 17 h 2: LiOH / tetrahydrofuran; methanol / 5 h / 60 °C View Scheme

1: 84 percent / CH2Cl2 / 12 h / Heating 2: 93 percent / aq. NaOH / methanol / 18 h / Heating 3: dicyclohexylcarbodiimide, dimethylaminopyridine / CH2Cl2 / 4 h 4: 86 percent / aq. NaOH / methanol / 72 h / Heating View Scheme