Archives of Pharmacal Research

, 22:398

Total synthesis of sufentanil

Authors

  • Dong-Yun Shin
    • College of PharmacySeoul National University
  • Jae-Sang Ryu
    • College of PharmacySeoul National University
  • Soon-Sil Hyun
    • College of PharmacySeoul National University
  • Hyun-Ju Park
    • College of PharmacySeoul National University
  • Ra-Ok Jeon
    • College of PharmacySeoul National University
    • College of PharmacySeoul National University
Research Articles Medicinal Chemistry

DOI: 10.1007/BF02979064

Cite this article as:
Shin, D., Ryu, J., Hyun, S. et al. Arch Pharm Res (1999) 22: 398. doi:10.1007/BF02979064

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

Key words

Total Synthesis Sufentanil Analgesics Piperidine Oxirane

Copyright information

© The Pharmaceutical Society of Korea 1999