Multi-step reaction with 11 steps
1: N,N-dimethyl-formamide / 20 h / 60 °C
2: acetic acid; Iodine monochloride / 3.67 h / 60 °C
3: triethylamine / dichloromethane / 2 h / 0 - 20 °C
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
5: diisobutylaluminium hydride / toluene / 3 h / 0 °C
6: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C
7: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C
8: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 8 h / 65 °C / Inert atmosphere
9: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
10: caesium carbonate / tetrahydrofuran; methanol / 4 h / 20 °C
11: tetra-(n-butyl)ammonium iodide; sodium hydroxide / dichloromethane; water; toluene / 20 h / 20 °C
With
1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; Iodine monochloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; caesium carbonate; Dess-Martin periodane; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;