Multi-step reaction with 9 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 2585.81 Torr
2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.75 h / -78 °C
2.2: 2 h / -78 °C
3.1: hydrogenchloride / water / 20 °C / Reflux
4.1: triethylamine / tetrahydrofuran / 2 h / 20 °C
5.1: methanesulfonamide; (DHQ)2PHAL / water; tert-butyl alcohol / 76 h / 5 - 20 °C
5.2: 1 h / 5 °C
6.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 °C
8.1: hydrogenchloride / ethanol / 2 h / 60 °C
8.2: 2 h / 20 °C
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 h / 20 °C
With
hydrogenchloride; n-butyllithium; methanesulfonamide; (DHQ)2PHAL; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;