Citation
Dy. Shin et al., Total synthesis of sufentanil, ARCH PH RES, 22(4), 1999, pp. 398-400
Citations number
8
Categorie Soggetti
Pharmacology & Toxicology
Journal title
ARCHIVES OF PHARMACAL RESEARCH
ISSN journal
02536269
→ ACNP
Volume
22
Issue
4
Year of publication
1999
Pages
398 - 400
Database
ISI
SICI code
0253-6269(199908)22:4<398:TSOS>2.0.ZU;2-9
Abstract
Sufentanil, a potent anilidopiperidine analgesic, was synthesized from a si
mple thiophenylethylamine via six step sequence. The key parts of this synt
hesis involved an efficient construction of thiophenylethylpiperidone by am
inomethano desilylation-cyclization followed by Swern oxidation and a direc
t regioselective N-nucleophilic spiral epoxide cleavage with aniline promot
ed by Lewis acids.