Multi-step reaction with 9 steps
1: sodium azide / N,N-dimethyl-formamide / 18 h
2: triethylamine; titanium tetrachloride / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
3: toluene / 18 h / 105 °C
4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
5: phosphorus(V) oxybromide / 1,2-dichloro-ethane / 4.75 h / 0 - 20 °C
6: potassium phosphate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 1.5 h / 60 °C / Inert atmosphere
7: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
8: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed tube
9: hydrogenchloride / isopropyl alcohol / 18 h / 50 °C / Inert atmosphere; Sealed tube
With
hydrogenchloride; potassium phosphate; sodium azide; titanium tetrachloride; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; phosphorus(V) oxybromide;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;