Multi-step reaction with 10 steps
1.1: toluene / 1 h / 110 °C / Inert atmosphere
2.1: bromine / dichloromethane / 3 h / 20 °C / Irradiation
3.1: potassium carbonate; bis(tri-t-butylphosphine)palladium(0) / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere
4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / 1,4-dioxane; water; tert-butyl alcohol / 20 h / 20 °C
4.2: 2 h / 20 °C
5.1: tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere
6.1: triethylamine; Methanesulfonic anhydride / dichloromethane / 1 h / 20 °C / Inert atmosphere
6.2: 1 h / 20 °C / Inert atmosphere
7.1: lithium hydroxide monohydrate / 1,4-dioxane; water / 50 °C
8.1: diphenyl phosphoryl azide; triethylamine / 1,2-dimethoxyethane / 2 h / 85 °C / Inert atmosphere
9.1: hydrogen; ammonia / methanol / 16 h / 20 °C
10.1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; dmap; 4-methyl-morpholine / dichloromethane / 20 h / 45 °C / Inert atmosphere
With
4-methyl-morpholine; dmap; osmium(VIII) oxide; bis(tri-t-butylphosphine)palladium(0); 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; lithium hydroxide monohydrate; diphenyl phosphoryl azide; ammonia; hydrogen; bromine; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; Methanesulfonic anhydride;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; tert-butyl alcohol;