Multi-step reaction with 7 steps
1: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, a) 0 deg C, 2 h, b)RT, 24 h
2: 1.7N aq. HCl, CH3COOH / 0.75 h / 20 °C
3: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF a) -4 deg C, 20 min, b) RT, 15 min, 2.) DMF, RT, 22 h
4: 1.7N aq. HCl, CH3COOH
5: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF a) -4 deg C, 20 min, b) RT, 15 min, 2.) DMF, RT, 24 h
6: 83 percent / I2 / methanol / 0.5 h / Ambient temperature
7: 98percent formic acid / 1 h / Ambient temperature
With
4-methyl-morpholine; hydrogenchloride; formic acid; iodine; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide;
In
methanol;
DOI:10.1021/jm00148a029