Total synthesis of sufentanil

Dong Yun Shin, Jae Sang Ryu, Soon Sil Hyun, Hyun Ju Park, Ra Ok Jeon, Young Ger Suh

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

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 regioselective N-nucleophilic spiral epoxide cleavage with aniline promoted by Lewis acids.

Original languageEnglish
Pages (from-to)398-400
Number of pages3
JournalArchives of Pharmacal Research
Volume22
Issue number4
DOIs
StatePublished - Aug 1999

Keywords

  • Analgesics
  • Oxirane
  • Piperidine
  • Sufentanil
  • Total Synthesis

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