Concise Route to the Chiral Pyrrolidine Core of Selective Inhibitors of Neuronal Nitric Oxide

摘要

2-(((3R,4R)-4-(Allyloxy)-1-benzylpyrrolidin-3-yl)methyl)-6-(2,5-dimethyl -1H-pyrrol-1-yl)-4-methylpyridine (2), a key intermediate for the preparation of novel neuronal nitric oxide synthase (nNOS) Inhibitors, is synthesized using diisopropyl (R)-(+)-malate as the starting material, The key steps Involve a Frater-Seebach diastereoselective alkylation and a fast Intramolecular cyclization.