Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 15001.5 Torr
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
4.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
5.1: sodium iodide / acetone / 0.25 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere
7.1: N-ethyl-N,N-diisopropylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / dichloromethane / 20 h / 20 °C / Inert atmosphere
8.1: sodium hydroxide / methanol; water / 2 h / 20 °C
With
n-butyllithium; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium hydroxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;