Multi-step reaction with 7 steps
1: 95 percent / 4-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 3.5 h / 23 °C
2: 1.) tert-butyllithium / 1.) THF, Et2O, pentane, -120 deg C, 2.) THF, Et2O, pentane, from -120 to -40 deg C, 3 h
3: 1.) lithium diisopropylamide, anhydr. cesium(III) chloride / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min
4: 70 percent / NaH / tetrahydrofuran; methanol / 4 h / 0 °C
5: 90 percent / 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH2Cl2 / 0.5 h / 0 °C
6: 82 percent / tributylphosphine / 1,2-dimethoxy-ethane; H2O / 0.5 h / 0 °C
7: 1,4-cyclohexadiene / dimethylsulfoxide-d6; CD2Cl2 / 0.5 h / 0 - 10 °C
With
dmap; tributylphosphine; cyclohexa-1,4-diene; cerium(lll) chloride; tert.-butyl lithium; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dimethylsulfoxide-d6; dichloromethane; dichloromethane-d2; water;