Multi-step reaction with 8 steps
1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 42 h / 20 °C / Inert atmosphere
2.1: zinc(II) chloride / diethyl ether; 1,2-dichloro-ethane; tert-butyl alcohol / 0.83 h / 0 °C
2.2: 18 h / 0 - 20 °C
3.1: triethylamine / triphenylphosphine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / N,N-dimethyl-formamide / 0.33 h / 120 °C / Inert atmosphere; microwave irradiation
4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; ethanol / 18 h / 20 °C / Inert atmosphere; sealed tube
5.1: water; lithium hydroxide monohydrate / ethanol; tetrahydrofuran / 3 h / 40 °C
6.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium carbonate / N,N-dimethyl-formamide; tetrahydrofuran / 20 h / 20 °C / Inert atmosphere
7.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Inert atmosphere
8.1: sodium tris(acetoxy)borohydride; methanol / water / 18 h / 20 °C / Inert atmosphere
With
methanol; lithium hydroxide monohydrate; water; hydrogen; ammonium carbonate; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc(II) chloride;
copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; palladium 10% on activated carbon; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;