Multi-step reaction with 7 steps
1: 2.) SO2Cl, 3.) NaOH / 1.) CH2Cl2, 0 deg C to room temperature, 10 h, 2.) room temperature, 3 h, 3.) 0.5 h
2: 92 percent / 1.) n-BuLi / diethyl ether / 1.) -15 deg C, 4 h, 2.) room temperature, 3 h
3: 86 percent / n-BuLi, HMPA / 1.) -78 deg C, 3 h, 2.) room temperature
4: 1.) HCOOH / 1.) room temperature, 10 h, 2.) THF, room temperature, 1 h
5: 1.) CH3I, 3.) 3 N HCl
6: Et3N / acetonitrile / 10 h / 60 °C
7: 1.) LDA, ClP(OCH2CH3)2, 2.) LDA / 1.) THF, -78 deg C, room temperature, 2.) -78 deg C, 3 h, room temperature, 3 h
With
hydrogenchloride; diethyl phosphorylchloridite; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; formic acid; sulfuryl dichloride; triethylamine; lithium diisopropyl amide; methyl iodide;
In
diethyl ether; acetonitrile;
DOI:10.1021/ja00360a027