Multi-step reaction with 9 steps
1.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 25 °C / Inert atmosphere
2.1: bis-[(trifluoroacetoxy)iodo]benzene / 2,2,2-trifluoroethanol / 3 h / 0 °C
3.1: hydrogenchloride; 5%-palladium/activated carbon; hydrogen / methanol; water / 30 h / 3800.26 Torr
4.1: triethylamine / dichloromethane / 20 °C
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.42 h / -78 - -30 °C / Inert atmosphere
5.2: 0.33 h / 25 °C
6.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 25 °C
7.1: triethylamine / ethyl acetate / 2 h / 0 °C
7.2: 173 h / 20 - 40 °C
8.1: sodium tetrahydroborate; calcium chloride; methanol / 2 h / 0 - 20 °C
9.1: Chiralpak AD-H / ethanol; hexane / Resolution of racemate
With
hydrogenchloride; methanol; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; 5%-palladium/activated carbon; hydrogen; triethylamine; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; calcium chloride; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 2,2,2-trifluoroethanol; water; ethyl acetate; N,N-dimethyl-formamide;