Multi-step reaction with 10 steps
1.1: diphenyl phosphoryl azide / toluene / 3 h / 110 °C / Inert atmosphere
2.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C
2.2: NH2 cartridge
3.1: triethylamine / 1,4-dioxane / 18 h / 100 °C
4.1: thionyl chloride / 56 h / 90 °C
5.1: thiourea; pyridine / isopropyl alcohol / 3.5 h / 90 °C
5.2: 1.5 h / 90 °C
6.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere
7.1: ozone / dichloromethane; methanol / 0.17 h / -78 °C
7.2: -78 - 20 °C / Inert atmosphere
8.1: sodium cyanoborohydride; acetic acid / dichloromethane; methanol / 2 h
9.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 5 h / 80 °C / Inert atmosphere
10.1: hydrogenchloride / isopropyl alcohol / 18 h / 50 °C / Inert atmosphere
With
pyridine; hydrogenchloride; thionyl chloride; diphenyl phosphoryl azide; sodium cyanoborohydride; sodium carbonate; caesium carbonate; ozone; acetic acid; triethylamine; thiourea; trifluoroacetic acid;
bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane; methanol; dichloromethane; water; isopropyl alcohol; toluene;