Multi-step reaction with 8 steps
1.1: sodium hydrogencarbonate; sodium hydroxide / 1,4-dioxane; water / 24 h / 0 - 20 °C
2.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol / dichloromethane / 0 - 20 °C
3.1: tetrahydrofuran / 0 - 20 °C
4.1: sodium tetrahydroborate / tetrahydrofuran / 2 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 - 20 °C
6.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C
6.2: 3 h / 20 °C / Inert atmosphere
7.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.33 h / 0 °C
7.2: 16 h / 0 - 25 °C
8.1: Chiralcel OD-H / isopropyl alcohol; hexane
With
sodium tetrahydroborate; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;