Multi-step reaction with 10 steps
1: boron trifluoride diethyl etherate / toluene / 1.5 h / 100 - 108 °C / Inert atmosphere
2: toluene-4-sulfonic acid / 0.75 h / -10 - 0 °C
3: piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene / iso-butanol / 50 - 130 °C / Dean-Stark
4: tetrahydrofuran / 1.5 h / 5 - 20 °C
5: acetic acid; water / 1.5 h / 90 °C / Inert atmosphere
6: pyridinium p-toluenesulfonate / dichloromethane / 20 °C
7: caesium carbonate; 1,10-Phenanthroline; copper(l) iodide / 91 h / 120 °C / Inert atmosphere
8: acetic acid; water / 1 h / 90 °C
9: Diacel, Chiralpak IC / hexane; isopropyl alcohol / Resolution of racemate
10: hydrogenchloride / methanol / 0.25 h
With
piperidine; hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; boron trifluoride diethyl etherate; water; pyridinium p-toluenesulfonate; caesium carbonate; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; hexane; dichloromethane; isopropyl alcohol; toluene; iso-butanol;