A scalable synthesis of an azabicyclooctanyl derivative, a novel DPP-4 inhibitor.
JOURNAL OF ORGANIC CHEMISTRY(2008)
摘要
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-butanesulfinimme. Other key steps include Corey-Chaykovsky reaction, Meinwald rearrangement, and CDMT-promoted amide bond formation involving a sterically hindered amine 2.
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关键词
azabicyclooctanyl derivative,inhibitor,synthesis
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