Multi-step reaction with 12 steps
1.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C
2.1: trifluoroacetic anhydride; tetramethylammonium nitrate / dichloromethane / 20.5 h / -5 - 20 °C
3.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / Inert atmosphere; Reflux
4.1: hydrogenchloride; water / acetone / 2 h / Reflux
5.1: toluene / 15 h / 85 °C
5.2: 2 h
5.3: 1 h / Reflux
6.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol / 5 h / Reflux
7.1: trichlorophosphate / chlorobenzene / 100 °C
8.1: 130 °C / Sealed tube; Inert atmosphere
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
10.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
10.2: 0 - 20 °C
11.1: dimethyl sulfoxide / 40 - 44 °C / Inert atmosphere
12.1: formic acid; dihydrogen peroxide / 4 h / 0 - 20 °C
With
hydrogenchloride; dmap; lithium aluminium tetrahydride; formic acid; lithium hydroxide monohydrate; water; dihydrogen peroxide; tetramethylammonium nitrate; sodium hydride; triethylamine; trifluoroacetic anhydride; trichlorophosphate;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; chlorobenzene; acetone; toluene;