Multi-step reaction with 9 steps
1.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: potassium carbonate / toluene / 113 h / 20 °C / Reflux; Inert atmosphere
3.1: water; lithium hydroxide monohydrate / 1,4-dioxane / Inert atmosphere
3.2: pH 6 - 7 / Inert atmosphere
4.1: triethylamine; pivaloyl chloride / toluene / 22.5 h / 80 °C / Reflux; Inert atmosphere
5.1: lithium diisopropyl amide / tetrahydrofuran; hexanes / 0.5 h / -78 °C / Inert atmosphere
5.2: 1.83 h / -78 °C / Inert atmosphere
6.1: water / platinum tris(dimethylphosphine oxide) / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere
7.1: water / methanol / 2.5 h / 20 °C / Inert atmosphere
7.2: Inert atmosphere
8.1: water; methanol / 48 h / 20 °C / Inert atmosphere
9.1: tetrahydrofuran / 1.5 h / 20 - 35 °C / Inert atmosphere
9.2: 20 °C / Reflux; Inert atmosphere
With
lithium hydroxide monohydrate; water; pivaloyl chloride; potassium carbonate; triethylamine; lithium diisopropyl amide;
platinum tris(dimethylphosphine oxide);
In
tetrahydrofuran; 1,4-dioxane; methanol; hexanes; dichloromethane; water; toluene;