title: Synthesis of the optical isomers of a new anticholinergic drug, penehyclidine hydrochloride (8018).
abstract: A practical diastereoselective synthetic method for 8018 enantiopure isomers is described. The intramolecular asymmetric epoxidation of mono-sulfonate 4 was applied for the execution of the synthesis of the key chiral building block for the first time. The isomers were obtained with 70-76% yields in 99-100% ee.
authors.affiliation: No. 7 Department, Beijing Institute of Pharmacology and Toxicology, Beijing 100850, PR China. han_xiangyu@yahoo.com.cn <han_xiangyu@yahoo.com.cn>
authors.forename: Xiang-Yu
authors.initials: XY
authors.lastname: Han
authors.forename: He
authors.initials: H
authors.lastname: Liu
authors.forename: Chun-He
authors.initials: CH
authors.lastname: Liu
authors.forename: Bo
authors.initials: B
authors.lastname: Wu
authors.forename: Lan-Fu
authors.initials: LF
authors.lastname: Chen
authors.forename: Bo-Hua
authors.initials: BH
authors.lastname: Zhong
authors.forename: Ke-Liang
authors.initials: KL
authors.lastname: Liu
mesh_terms: D018680:Cholinergic Antagonists / Q000138:chemical synthesis*; D003517:Cyclopentanes / Q000138:chemical synthesis*; D011812:Quinuclidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D018680:Cholinergic Antagonists; D003517:Cyclopentanes; D011812:Quinuclidines; C066419:3-(2'-phenyl-2'-cyclopentyl-2'-hydroxyethoxy)quinuclidine