Multi-step reaction with 5 steps
1: 1.) NMP, diisopropylethylamine, hydroxybenzotriazole, diisopropylethylamine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) CH2Cl2, 4 deg C, 5 min, 2.) CH2Cl2, RT, 16 h
2: 99 percent / 4 N HCl / CH2Cl2; various solvent(s); dioxane / 1 h
3: 1.) PyBroP, N,N-diisopropylethylamine, (dimethylamino)pyridine / 1.) CH2Cl2, 0 deg C, 5 min, 2.) CH2Cl2, from 0 deg C to RT, 3 h
4: 325 mg / 4 N HCl in dioxane, triethylsilane / 2 h / Ambient temperature
5: 1.) acetic acid, 2.) NaCNBH3 / 1.) MeOH, 5 min, 2.) MeOH, 2.5 h
With
1-methyl-pyrrolidin-2-one; hydrogenchloride; triethylsilane; dmap; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate;
In
1,4-dioxane; dichloromethane;
DOI:10.1021/jm950642a