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

Bibliographical note

Funding Information:
This work was supported by the Korea Science and Engineering Foundation (KOSEF) through the Research Center for New Drug Development and partly by Research Institute of Pharmaceutical Science at Seoul National University.

Keywords

  • Analgesics
  • Oxirane
  • Piperidine
  • Sufentanil
  • Total Synthesis

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