Multi-step reaction with 12 steps
1.1: hydrogenchloride; methyl orange; sodium cyanoborohydride / tetrahydrofuran; methanol; water / 18 h / pH 3
1.2: pH 7 / Alkaline aqueous solution
2.1: benzene / 3 h / Heating / reflux
3.1: titanium(IV) isopropylate / toluene / 0.17 h / 120 °C / Microwave irradiation
3.2: 2 h
4.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C
5.1: trimethylaluminum / dichloromethane; toluene / 0.21 h
5.2: 24 h
5.3: 2 h
6.1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h
7.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 1 h / 0 - 20 °C
8.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; tert-butyl alcohol / 3 h
9.1: periodic acid / tetrahydrofuran; water / 12 h
10.1: sodium cyanoborohydride; acetic acid / dichloromethane / 12 h
11.1: potassium acetate; caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 70 °C
12.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 2 h
With
titanium(IV) isopropylate; hydrogenchloride; osmium(VIII) oxide; methyl orange; trimethylaluminum; potassium acetate; sodium cyanoborohydride; potassium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; pyridine hydrogenfluoride; acetic acid; 4-methylmorpholine N-oxide; periodic acid; triethylamine; trifluoroacetic acid;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;