Multi-step reaction with 9 steps
1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 15 h / 20 °C
2: dichloromethane / 15 h / 20 °C
3: trichlorophosphate / toluene / 15 h / 110 °C
4: triethylamine hydrochloride; sodium azide / toluene / 4 h / Reflux
5: triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 24 h / 100 °C / 6205.94 - 9826.07 Torr
6: 1 h / 100 °C / Inert atmosphere
7: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 18 h
8: sodium methylate / tetrahydrofuran; methanol / 2 h / 80 °C
9: polymersupported triphenylphosphine / tetrachloromethane; 1,2-dichloro-ethane / 2 h / 80 °C
With
1,1'-bis-(diphenylphosphino)ferrocene; sodium azide; oxalyl dichloride; di-tert-butyl-diazodicarboxylate; sodium methylate; palladium diacetate; triethylamine hydrochloride; triethylamine; trichlorophosphate;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.5b01434