A scalable synthesis of an azabicyclooctanyl derivative, a novel DPP-4 inhibitor
(Chemical Equation Presented) A practical synthetic strategy to a chiral azabicycclooctanyl derivative (1), a potent DPP-4 inhibitor, starting from a commercially available nortropine is described. The stereogenic center of 1 was established employing a modified protocol of Ellman's diastereoselective addition of a benzylic nucleophile to tert-butanesulfinimine. Other key steps include Corey-Chaykovsky reaction, Meinwald rearrangement, and CDMT-promoted amide bond formation involving a sterically hindered amine 2.
Get Best Price for1073923-27-9[S(S)]-N-[(1R)-1-(3-exo)-8-[2-(4-morpholinylsulfonyl)acetyl]-8-azabicyclo[3.2.1]oct-3-yl-2-(2,4,5-frifluorophenyl)ethyl]-2-methyl-2-propanesulfinamide