Multi-step reaction with 7 steps
1.1: hydrogenchloride; water / methanol / 1 h
2.1: sodium carbonate / water; acetonitrile / 4 h / 20 °C
3.1: Lawessons reagent / toluene / 2.5 h / 100 °C / Inert atmosphere
4.1: toluene-4-sulfonic acid / dichloromethane / 49 h / 20 °C / Industry scale
5.1: formic acid / 1.33 h / 95 °C / Industry scale
5.2: pH 7
5.3: Chiralpak AD (20 micron) column
6.1: hydrogen / palladium 10% on activated carbon / ethanol / 7 h / 20 °C / 3102.97 Torr / Parr shaker
7.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / dichloromethane / -20 - 20 °C
With
Lawessons reagent; hydrogenchloride; formic acid; water; hydrogen; sodium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine;
palladium 10% on activated carbon; toluene-4-sulfonic acid;
In
methanol; ethanol; dichloromethane; water; toluene; acetonitrile;