Multi-step reaction with 9 steps
1.1: tetrahydrofuran / 20 - 50 °C
2.1: sodium hydroxide; water / Reflux
2.2: pH 1
3.1: pyridine / 0.5 h / 35 °C / Inert atmosphere
3.2: 70 °C
4.1: sodium tetrahydroborate / methanol / 1.5 h / Cooling with ice
5.1: potassium carbonate; potassium iodide / acetonitrile / 1 h / Reflux
6.1: ethyl acetate; 2-Methylpentane / Resolution of racemate
7.1: lithium hydroxide / water; methanol / 1 h / 20 °C
7.2: pH 1 - 2
8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C
9.1: benzotriazol-1-ol; N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C
With
sodium tetrahydroborate; N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride; water; potassium carbonate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; pyridine; methanol; 2-Methylpentane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;