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 language | English |
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Pages (from-to) | 398-400 |
Number of pages | 3 |
Journal | Archives of Pharmacal Research |
Volume | 22 |
Issue number | 4 |
DOIs | |
State | Published - 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