Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.25 h
3.1: Dess-Martin periodane / dichloromethane / 0.08 h / 22 °C / Reflux
4.1: sodium cyanoborohydride / methanol / 1 h / 0 °C
4.2: 4 h
5.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 22 °C
6.1: diethylamine / trisodium tris(3-sulfophenyl)phosphine; palladium diacetate / acetonitrile; water / 0.25 h / 22 °C
7.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 22 °C
8.1: hydrogenchloride / 1,4-dioxane; water / 17 h / 22 °C
With
hydrogenchloride; lithium aluminium tetrahydride; sodium cyanoborohydride; benzotriazol-1-ol; Dess-Martin periodane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine;
trisodium tris(3-sulfophenyl)phosphine; palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;