Multi-step reaction with 11 steps
1.1: hydrogenchloride / methanol; dichloromethane; water / 20 °C
2.1: pivalaldehyde / toluene / 22 h / 50 °C
3.1: triethylamine / 2 h / 0 - 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / -20 - -5 °C / Inert atmosphere
4.2: -10 - 0 °C
5.1: sodium hydroxide / tetrahydrofuran; water / 6.5 h / 0 °C
5.2: 1.5 h / 50 °C
6.1: acetonitrile / 60 °C
7.1: 4-methyl-morpholine; potassium phosphate / dimethyl sulfoxide / 6 h / 65 °C
8.1: tetrachloromethane; triethylamine; triphenylphosphine / acetonitrile / 2 h / 0 °C
8.2: 2 h / 70 °C
9.1: N-iodo-succinimide; pyridinium p-toluenesulfonate / dichloromethane / 1 h / Cooling with ice
10.1: sodium formate / palladium diacetate / N,N-dimethyl-formamide / 0.75 h / 20 °C
10.2: 20 h / 80 °C
11.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h
With
4-methyl-morpholine; hydrogenchloride; tetrachloromethane; potassium phosphate; N-iodo-succinimide; oxalyl dichloride; sodium formate; pyridinium p-toluenesulfonate; pivalaldehyde; triethylamine; triphenylphosphine; sodium hydroxide;
palladium diacetate; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;