Multi-step reaction with 8 steps
1.1: sodium hydroxide / acetonitrile; water / -5 - 20 °C / Inert atmosphere
1.2: -5 °C / pH 2
2.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 100 °C / Inert atmosphere
2.2: pH 2
3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 8 h / -5 °C / Inert atmosphere
4.1: sodium tetrahydroborate; acetic acid / dichloromethane / 2 h / -5 °C / Inert atmosphere
5.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
6.1: samarium diiodide / water; tetrahydrofuran / 0.25 h / Inert atmosphere
7.1: hydrogenchloride / 1,4-dioxane; acetonitrile
8.1: benzotriazol-1-ol; 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere
8.2: 0.25 h / Inert atmosphere
With
4-methyl-morpholine; hydrogenchloride; dmap; sodium tetrahydroborate; samarium diiodide; potassium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; dicyclohexyl-carbodiimide; sodium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;