Multi-step reaction with 10 steps
1.1: potassium tert-butylate / tert-butyl methyl ether; isopropyl alcohol / 2 h / 10 - 30 °C
2.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 - 30 °C / Inert atmosphere
2.2: 40 - 50 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 35 - 40 °C / 2585.81 Torr
4.1: methanol; hydrogenchloride / 1,4-dioxane / 3 h / 20 °C
5.1: tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / 1,4-dioxane / 36 h / 100 °C / Inert atmosphere
6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C
7.1: borane-THF / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
8.1: triethylamine / dichloromethane / 1 h / -10 °C / Inert atmosphere
9.1: 15-crown-5; sodium azide / N,N-dimethyl-formamide / 2 h / 50 °C / Inert atmosphere
10.1: water; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; methanol; tris-(dibenzylideneacetone)dipalladium(0); sodium azide; borane-THF; 15-crown-5; palladium 10% on activated carbon; potassium tert-butylate; water; hydrogen; sodium hydride; caesium carbonate; triethylamine; triphenylphosphine; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; isopropyl alcohol;