Multi-step reaction with 9 steps
1.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 20 - 90 °C / Inert atmosphere
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / palladium diacetate / N,N-dimethyl-formamide / 6 h / 155 °C / Inert atmosphere
3.1: formic acid / palladium 10% on activated carbon / methanol / 24 h / Inert atmosphere
4.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 16 h / 20 °C / Inert atmosphere
5.1: N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere
6.1: caesium carbonate / bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine / 1,4-dioxane; toluene / 6 h / Reflux; Inert atmosphere
7.1: 1H-tetrazole / N,N-dimethyl-formamide; acetonitrile / 3 h / 20 °C / Inert atmosphere
7.2: 1.5 h / -60 °C
8.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
9.1: cyclohexane-1,2-epoxide / methanol / 48 h
With
1H-imidazole; 1H-tetrazole; hydrogenchloride; formic acid; iodine; cyclohexane-1,2-epoxide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium t-butanolate;
tris-(dibenzylideneacetone)dipalladium(0); palladium 10% on activated carbon; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine;
In
1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;