Total synthesis of sufentanil
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- Shin, D., Ryu, J., Hyun, S. et al. Arch Pharm Res (1999) 22: 398. doi:10.1007/BF02979064
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Sufentanil, a potent anilidopiperidine analgesic, was synthesized from a simple thiophenylethylamine via six step sequence. The key parts of this synthesis involved an efficient construction of thiophenylethylpiperidone by aminomethano desilylation-cyclization followed by Swern oxidation and a direct regioselectiveN-nucleophilic spiral epoxide cleavage with aniline promoted by Lewis acids.