Multi-step reaction with 8 steps
1.1: sodium hydroxide; water / 0.58 h / Reflux
1.2: 1 h / 0 °C / pH 1
2.1: acetyl chloride / 20 h / Reflux
3.1: triethylamine / triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 20 h / 90 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.03 h / 0 °C
5.1: triethylamine / triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide; tetrahydrofuran / 0.67 h / 120 °C / Inert atmosphere; microwave irradiation
6.1: triethylamine; hydrogen / palladium on activated charcoal / N,N-dimethyl-formamide / 35 h / 20 °C
7.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 17 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium carbonate / N,N-dimethyl-formamide / 41 h / 20 - 25 °C / Inert atmosphere
With
lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; water; hydrogen; ammonium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium hydroxide;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium on activated charcoal; triphenylphosphine;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;