Multi-step reaction with 8 steps
1.1: potassium iodide; sodium hydrogencarbonate; iodine / dichloromethane; water / 48 h
2.1: tris-(trimethylsilyl)silane / 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / 90 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / Inert atmosphere
4.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C
5.1: hydrogen / palladium on carbon / ethanol / 16 h / Inert atmosphere
6.1: toluene / 1.5 h / 110 °C / Reflux
7.1: lithium hydroxide / water; tetrahydrofuran / 16 h / 20 °C
7.2: pH 2
8.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
With
1H-imidazole; tris-(trimethylsilyl)silane; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; hydrogen; iodine; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; lithium hydroxide;
2,2'-azobis(isobutyronitrile); palladium on carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;