Multi-step reaction with 12 steps
1: water; sodium hydroxide / tert-Amyl alcohol / 5.25 h / 0 °C / Cooling with ice
2: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
3: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
4: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
5: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
6: caesium carbonate / 4 h / 20 °C
7: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
8: caesium carbonate / 20 h / 50 °C
9: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
10: manganese(IV) oxide / dichloromethane / 13 h
11: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
12: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
With
hydrogenchloride; manganese(IV) oxide; sodium tetrahydroborate; 2,6-di-tert-butyl-pyridine; pyridinium hydrobromide perbromide; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; ammonium acetate; water; silver trifluoromethanesulfonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; tert-Amyl alcohol; dichloromethane; 2-methoxy-ethanol; N,N-dimethyl-formamide; toluene;