Multi-step reaction with 11 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / 20 °C / Cooling with ice
1.2: 3 h / 20 - 26 °C
1.3: 20 °C / Heating
2.1: sulfuric acid / 20 °C / Reflux
3.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / chloroform / 24 h / 20 °C / Cooling with ice
4.1: tetrahydrofuran / 2.25 h / -40 - 0 °C
4.2: 20 °C
5.1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane / 2 h / 80 °C
5.2: 2 h / 20 °C / Cooling with ice
6.1: 1,4-dioxane / 3 h / 70 °C
7.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere
8.1: caesium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 2 h / 100 °C / Inert atmosphere
9.1: potassium hydroxide; water / methanol / 5 h / 20 °C
10.1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 90 °C
11.1: trifluoroacetic acid / chloroform / 1 h / 20 °C
With
tetrakis(triphenylphosphine) palladium(0); tetrapropylammonium perruthennate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sulfuric acid; diphenyl phosphoryl azide; water; isopropylmagnesium chloride; potassium acetate; benzotriazol-1-ol; caesium carbonate; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; potassium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide;