Multi-step reaction with 13 steps
1.1: sodium ethanolate / ethanol / 18 h / Reflux
2.1: trichlorophosphate / dichloromethane / 4 h / 60 °C
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 °C / Inert atmosphere
4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 6 h / 100 - 110 °C / Inert atmosphere
5.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 3 h / 10 - 25 °C
6.1: zinc(II) iodide / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere
7.1: water; hydrogenchloride / 18 h / 100 °C
8.1: sulfuric acid / water / 18 h / Reflux
9.1: perchloric acid / dichloromethane / 4 h / 0 - 20 °C
10.1: potassium hydroxide; tetrabutylammomium bromide / dichloromethane / 10 h / 25 °C
11.1: sodium hydroxide; methanol / 18 h / 25 °C
12.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 5 h / 35 °C
12.2: 1 h / 20 °C
13.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 2 h / 0 °C
With
hydrogenchloride; methanol; tetrakis(triphenylphosphine) palladium(0); perchloric acid; lithium hydroxide monohydrate; sulfuric acid; tetrabutylammomium bromide; water; dihydrogen peroxide; sodium ethanolate; sulfur trioxide pyridine complex; diisobutylaluminium hydride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; zinc(II) iodide; trichlorophosphate;
In
tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
4.1: |Suzuki Coupling;