Multi-step reaction with 7 steps
1: 16 h / Ambient temperature
2: 21 percent / benzoyl peroxide / acetonitrile / 4 h / 0 °C
3: KOH / H2O / 24 h / Heating
4: 1.) 1-hydroxybenztriazole hydrate (HOBT), 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / 1.) DMF, -20 deg C, 2.) DMF, from -20 deg C to RT, overnight
5: 1.) NaH / 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min
6: 1.) 1-hydroxybenztriazole (HOBT), N-methylmorpholine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h
7: 45 percent / OXONE / tetrahydrofuran / 4 h / Ambient temperature
With
4-methyl-morpholine; Oxone; potassium hydroxide; sodium hydride; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dibenzoyl peroxide;
In
tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jm00088a006