Multi-step reaction with 11 steps
1.1: potassium hydroxide; methanol / 20 °C / Inert atmosphere
2.1: triethylamine; diphenyl phosphoryl azide / 4 h / 100 °C / Inert atmosphere
3.1: hydrogen / 20% palladium(II) hydroxide on carbon / water; methanol / 6 h / 20 °C
4.1: tributylphosphine; 1,1'-(Azodicarbonyl)dipiperidin / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1.5 h / 20 °C
6.1: triethylamine; diphenyl phosphoryl azide / toluene / 5.5 h / 100 °C / Inert atmosphere
7.1: hydrogen / 20% palladium(II) hydroxide on carbon / water; tetrahydrofuran; methanol / 20 °C
8.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere
8.2: 1 h / 0 - 20 °C / Inert atmosphere
9.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 5.5 h / 20 °C
10.1: triethylamine / chloroform / 0.5 h / 0 - 20 °C
11.1: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 7 h / 100 °C / Inert atmosphere
With
pyridine; hydrogenchloride; methanol; tributylphosphine; diphenyl phosphoryl azide; 1,1'-(Azodicarbonyl)dipiperidin; water; hydrogen; caesium carbonate; triethylamine; potassium hydroxide; lithium hydroxide;
20% palladium(II) hydroxide on carbon; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; toluene;