Multi-step reaction with 10 steps
1: hydrogen; palladium(II) hydroxide / acetic acid; ethanol / 120 h / 20 °C / 1?atm
2: trifluoroacetic acid / dichloromethane / 0.67 h / 0 - 20 °C
3: Rh/Al2O3; trifluoroacetic acid; hydrogen / acetic acid; ethanol / 20 °C / 10?atm
4: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C
5: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 °C
6: sodium hydride / N,N-dimethyl-formamide; ethanol / 0.67 h / 0 °C
7: potassium carbonate / water / 0.5 h / 70 °C
8: hydrogen; palladium(II) hydroxide / acetic acid; ethanol / 20 °C / 1?atm
9: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.5 h / 0 - 20 °C
10: sodium tris(acetoxy)borohydride / tetrahydrofuran / 2.5 h / 20 °C
With
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; Rh/Al2O3; hydrogen; palladium(II) hydroxide; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.11.003