Multi-step reaction with 9 steps
1.1: 4-methyl-morpholine; isopropyl chloroformate / tetrahydrofuran; toluene / 0.83 h / 0 °C
1.2: 2 h / 20 °C
2.1: borane-THF / tetrahydrofuran / 4 h / Reflux
3.1: ethanol / 1.5 h / 160 °C / Microwave irradiation
4.1: boron tribromide / dichloromethane / 2 h / 20 °C
5.1: lithium hydroxide; water / 1,4-dioxane / 12 h / 90 °C
6.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol / N,N-dimethyl-formamide / 3 h / 20 °C
7.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h
8.1: lithium hydroxide; water / 20 °C
9.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; borane-THF; water; boron tribromide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dimethyl sulfoxide; isopropyl chloroformate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;