Multi-step reaction with 11 steps
1.1: potassium carbonate / N,N-dimethyl-formamide; tetrahydrofuran / 64 h / 70 °C
2.1: caesium carbonate / dichloromethane / 30 h / 42 °C
3.1: iodine; magnesium / diethyl ether / 2.75 h / Reflux; Inert atmosphere
3.2: 2 h / -78 - 20 °C
3.3: 0 °C
4.1: hydrogenchloride; methanol / 1,4-dioxane / 1.5 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16.25 h / 0 - 20 °C
6.1: trifluoroacetic acid / dichloromethane / 4 h
7.1: triethylamine / isopropyl alcohol / 24 h / Reflux; Molecular sieve; Inert atmosphere
8.1: tert-butylhypochlorite / dichloromethane / 0.75 h
8.2: 0.75 h
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C
10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / -10 °C
11.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 3 h / 70 °C
With
hydrogenchloride; methanol; tert-butylhypochlorite; iodine; sodium carbonate; potassium carbonate; benzotriazol-1-ol; caesium carbonate; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;