Multi-step reaction with 10 steps
1.1: hydrogenchloride / 4 h / Reflux
2.1: sodium hydrogencarbonate / dichloromethane; water / 3 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere
3.2: 20 °C
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1.5 h / 20 °C / Inert atmosphere
5.1: hydrogenchloride / methanol
6.1: triethylamine / dichloromethane / 12 h / 20 °C
7.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
8.1: hydrogen; trifluoroacetic acid / platinum(IV) oxide; platinum on activated charcoal / methanol / 12 h / 2482.38 Torr
9.1: triethylamine / dmap / dichloromethane / 12 h / 20 °C
10.1: lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
With
hydrogenchloride; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium chloride; lithium hydroxide;
dmap; platinum(IV) oxide; platinum on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;