Multi-step reaction with 9 steps
1.1: hydrogenchloride / 2 h / 20 °C
2.1: triethylamine / ethyl acetate / 4 h / Reflux
3.1: dipotassium hydrogenphosphate; sodium carbonate / water; dimethyl sulfoxide; methanol / 7 h / 21 - 25 °C / pH 7 - 8 / Enzymatic reaction
3.2: 0.5 h / 40 °C / pH Ca. 14
4.1: palladium on carbon; hydrogen / methanol / 48 h / 20 °C / 760.05 Torr
5.1: potassium carbonate / N,N-dimethyl-formamide
6.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 20 °C
7.1: tris-(dibenzylideneacetone)dipalladium(0); XPhos / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere
8.1: trifluoroacetic acid / dichloromethane / 0.83 h / 20 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C
With
hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); dipotassium hydrogenphosphate; di-isopropyl azodicarboxylate; palladium on carbon; hydrogen; sodium carbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; XPhos;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;