Multi-step reaction with 9 steps
1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 12.25 h / 25 °C / Inert atmosphere; Cooling
2.1: potassium carbonate / benzyltrimethylammonium chloride / N,N-dimethyl acetamide / 12 h / 50 - 55 °C / Industry scale
3.1: triethylamine / dichloromethane / 12.5 h / 0 - 25 °C
4.1: sodium azide / N,N-dimethyl-formamide / 5 h / 50 - 60 °C
5.1: triphenylphosphine / tetrahydrofuran / 25 °C
5.2: 3 h / Reflux
6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C
7.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 80 °C
8.1: dicyclohexyl-carbodiimide / dichloromethane / 18 h / 25 °C / Inert atmosphere
9.1: potassium carbonate / potassium iodide / acetonitrile / 12 h / 60 - 65 °C / Inert atmosphere
With
sodium azide; ammonium formate; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine;
palladium 10% on activated carbon; benzyltrimethylammonium chloride; potassium iodide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; acetonitrile;