Multi-step reaction with 10 steps
1.1: dichlorobis(tri-O-tolylphosphine)palladium; sodium carbonate / tetrahydrofuran; ethanol; water / 0.08 h / 140 °C
2.1: AD mix-β; methanesulfonamide / water; tert-butyl alcohol / 96 h / 2 - 4 °C
3.1: tetrahydrofuran / Reflux; Inert atmosphere
4.1: triethyl phosphite / 150 °C / Reflux
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
6.1: lithium hydroxide; water / tetrahydrofuran; methanol / 5 h / 20 °C
7.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 1 h / 20 °C
7.2: 1.5 h / Reflux
8.1: hydrogenchloride / water; 1,4-dioxane / 20 °C
9.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C
10.1: ammonium bicarbonate / N,N-dimethyl-formamide; acetonitrile
With
hydrogenchloride; oxalyl dichloride; dichlorobis(tri-O-tolylphosphine)palladium; methanesulfonamide; AD mix-β; water; sodium carbonate; ammonium bicarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; lithium hexamethyldisilazane; triethyl phosphite;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;