109976-45-6Relevant articles and documents
Synthesis and gastrointestinal pharmacology of the 4-fluoro analogue of enisoprost
Collins,Kramer,Gullikson
, p. 1952 - 1955 (2007/10/02)
A 4-fluoro analogue of enisoprost was prepared and evaluated for gastric antisecretory and mucosal protective activity in animals. The synthesis centered upon cuprate chemistry but also involved a Wittig reaction to produce a cis fluoro olefinic moiety, a furan rearrangement/isomerization reaction to provide the necessary hydroxycyclopentenone, and a two-carbon-homologation procedure. The fluoro analogue was much less potent as a gastric antisecretory and mucosal protective agent than enisoprost.