218430-31-0Relevant academic research and scientific papers
Enantioselective synthesis of SNAP-7941: Chiral dihydropyrimidone inhibitor of MCH1-R
Goss, Jennifer M.,Schaus, Scott E.
, p. 7651 - 7656 (2008)
(Chemical Equation Presented) An enantioselective synthesis of SNAP-7941, a potent melanin concentrating hormone receptor antagonist, was achieved by using two organocatalytic methods. The first method utilized to synthesize the enantioenriched dihydropyrimidone core was the Cinchona alkaloid-catalyzed Mannich reaction of β-keto esters to acylimines and the second was the chiral phosphoric acid-catalyzed Biginelli reaction. Completion of the synthesis was accomplished via selective urea formation at the N3 position of the dihydropyrimidone with the 3-(4-phenylpiperidin-1-yl)propylamine side chain fragment. The synthesis of SNAP-7921 highlights the utility of asymmetric organocatalytic methods in the construction of an important class of chiral heterocycles.
