Multi-step reaction with 7 steps
1.1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 16 h / 20 °C / Cooling with ice; Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / Reflux; Inert atmosphere
3.1: diethylaluminium chloride / dichloromethane / 0.75 h / 0 °C / Inert atmosphere
3.2: 3 h / 20 °C
3.3: Tris buffer / pH 7.5
4.1: sodium hydroxide / 1,4-dioxane / 20 - 60 °C
5.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere
5.2: 3 h / 20 °C / Cooling with ice; Inert atmosphere
6.1: dmap; triethylamine / tetrahydrofuran / 1.5 h / 20 °C
7.1: N,N-dimethyl-formamide / 5 h / 75 °C
7.2: 18 h / 85 °C
With
dmap; copper(l) iodide; tetrabutyl ammonium fluoride; diethylaluminium chloride; triethylamine; 1,1'-carbonyldiimidazole; sodium hydroxide;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;