title: First synthesis and characterization for the stereoisomers of Ulipristal acetate.
abstract: The three stereoisomers, 11α,17α-isomer I, 11α,17β-isomer II and 11β,17β-isomer III are related substances of the selective progesterone receptor modulator Ulipristal acetate. Herein, we presented an efficient and practical synthesis approach to deliver these three stereoisomers for the first time, and also confirmed the structure of the key intermediate 5a by single-crystal X-ray analysis. Our research will be of immense help for organic chemists to study the impurity profile of Ulipristal acetate.
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China.
authors.forename: Xiaolong
authors.initials: X
authors.lastname: Li
authors.affiliation: West China Hospital, Sichuan University, Chengdu, Sichuan 610041, PR China.
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China.
authors.forename: Yongguo
authors.initials: Y
authors.lastname: Yu
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China.
authors.forename: Li
authors.initials: L
authors.lastname: Hai
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China. Electronic address: guoli@scu.edu.cn.
authors.forename: Li
authors.initials: L
authors.lastname: Guo
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China. Electronic address: wyong@scu.edu.cn.
authors.forename: Yong
authors.initials: Y
authors.lastname: Wu
mesh_terms: D060326:Chemistry Techniques, Synthetic; D008958:Models, Molecular; D008968:Molecular Conformation; D009649:Norpregnadienes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D009649:Norpregnadienes; C555622:ulipristal acetate
keywords: Impurity; Stereoisomer; Synthesis; Ulipristal acetate; X-ray structure