Fluoroolefin containing dipeptide isosteres as inhibitors of dipeptidyl peptidase IV(CD26)

Article abstract of DOI:10.1016/0040-4020(95)00912-R

(Z)-(S)Ala-Ψ[CF = C]-(RS)-Pro containing N,O-diacylhydroxamic acid type protease inhibitors have been prepared for the study of the influence of propylamide bond geometry on the inhibition of dipeptidyl peptidase IV(CD26). The synthesis is based upon the use of tert-butyl-α-fluoro-α-trimethylsilylacetate in a variation of the Peterson olefination procedure to construct the necessary functionalized fluoroolefin.