Multi-step reaction with 11 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
2.1: hydroxylamine hydrochloride / tetrahydrofuran; methanol; water / 0.08 h / 20 °C
3.1: hydrogenchloride; methyl orange; sodium cyanoborohydride / tetrahydrofuran; methanol; water / 3 h / pH 2
4.1: calcium chloride / diethyl ether / 3 h / 20 °C
5.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 140 °C / Microwave irradiation
6.1: hydrogenchloride / tetrahydrofuran; water / 1.5 h / 20 °C
6.2: pH 7
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C
8.1: sodium azide / dichloromethane; N,N-dimethyl-formamide / 20 °C
9.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2.5 h / 0 - 20 °C
9.2: 0.5 h / 20 °C
9.3: 2 h
10.1: potassium acetate; caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 70 °C
11.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / dichloromethane / 2 h
With
titanium(IV) isopropylate; hydrogenchloride; sodium azide; hydroxylamine hydrochloride; methyl orange; potassium acetate; diisobutylaluminium hydride; sodium cyanoborohydride; potassium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; calcium chloride;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;