Multi-step reaction with 13 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C
2.1: thionyl chloride; zinc(II) chloride / dichloromethane / -5 - 20 °C
3.1: acetonitrile / Reflux
4.1: acetic acid; water; sulfuric acid / 2 h / Reflux
5.1: hydrogenchloride / 2 h / Reflux
6.1: triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide / N,N-dimethyl-formamide / Inert atmosphere; Reflux
7.1: tetrabutyl ammonium fluoride / dichloromethane / 2 h / 20 °C
8.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 1 h / 80 °C / Inert atmosphere
9.1: water; sodium hydroxide / tetrahydrofuran / 1 h / 20 °C
9.2: pH 4
10.1: chloro-trimethyl-silane / 6 h / 20 °C
11.1: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / Reflux; Inert atmosphere
12.1: lithium hydroxide; water / methanol; tetrahydrofuran / 20 °C
12.2: pH 3
13.1: sodium hydroxide / water; acetonitrile / 1 h / 20 °C
With
hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; lithium aluminium tetrahydride; chloro-trimethyl-silane; thionyl chloride; sulfuric acid; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; water; acetic acid; triethylamine; sodium hydroxide; zinc(II) chloride; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;