Multi-step reaction with 7 steps
1: Na2S2O4 / methanol; tetrahydrofuran; H2O / 3 h / Ambient temperature
2: iPr2NEt / CH2Cl2 / 18 h / Ambient temperature
3: 79 percent / EtSNa / dimethylformamide / 0.5 h / Heating
4: 95 percent / iPr2NEt / CH2Cl2 / 16 h / Ambient temperature
5: 1.) n-BuLi, TMEDA, 2.) DMPU / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, -78 deg C -> room temperature, 30 min; room temperature, overnight
6: 1.) DMPI, n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, -78 deg C -> room temperature, 30 min; room temperature, overnight
7: 1.) n-BuLi, TMEDA, 2.) DMPU / 1.) toluene, hexane, -78 deg C, 1 h, 2.) toluene, -78 deg C, 30 min; room temperature, 4 h
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; sodium dithionite; dimethyl pimelimidate dihydrochloride; N,N,N,N,-tetramethylethylenediamine; N-ethyl-N,N-diisopropylamine; sodium thioethylate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10119-3