Multi-step reaction with 10 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: hydrogenchloride / diethyl ether / 0.58 h / 20 °C
5.1: dimethyl amine / ethanol / Resolution of racemate
6.1: triethylamine; dmap / dichloromethane / 40 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere
7.2: 2.5 h / -78 - -30 °C
8.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C
9.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C
9.2: 48 h / 50 °C
10.1: ozone; oxygen / dichloromethane / -78 °C
10.2: 20 h / -78 - 20 °C / Inert atmosphere
With
hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 5%-palladium/activated carbon; hydrogen; oxygen; ozone; dimethyl amine; triethylamine; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; ethyl acetate; N,N-dimethyl-formamide;