Multi-step reaction with 11 steps
1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 6 h / 20 °C
3: hydrogenchloride / 1,4-dioxane / 1 h / 10 - 15 °C
4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 12 h / 20 °C
5: hydrogenchloride / 1,4-dioxane / 1 h / 0 °C
6: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 22 h
7: hydrogenchloride / 1,4-dioxane
8: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 25 h
9: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h
10: pyridine hydrogenfluoride
11: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 0 - 20 °C
With
hydrogenchloride; dmap; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.10.094