Multi-step reaction with 9 steps
1.1: sodium hydride / n-heptane; dimethyl sulfoxide; tetrahydrofuran; mineral oil / 0.5 h / 20 °C
1.2: 4 h
2.1: [hydroxy(tosyloxy)iodo]benzene / water; methanol / 0 - 20 °C
3.1: pyrrolidine / toluene / 2 h / Reflux
3.2: 18 h / 100 °C
3.3: 2 h / 100 °C
4.1: ethanol; sodium / 3 h / 60 °C / Inert atmosphere; Reflux
5.1: methanesulfonic acid; DL-methionine / 48 h / 20 °C / Inert atmosphere
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C
7.1: triethylamine / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 18 h / 100 °C / Inert atmosphere
8.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 1 h / 50 °C
8.2: pH ~ 1
9.1: N-ethyl-N,N-diisopropylamine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate / tetrahydrofuran / 18.25 h / 20 - 60 °C
With
pyrrolidine; methanesulfonic acid; lithium hydroxide monohydrate; ethanol; [hydroxy(tosyloxy)iodo]benzene; water; sodium; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; DL-methionine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil;