Asymmetric synthesis and molecular docking study of enantiomerically pure pyrrolidine derivatives with potential antithrombin activity

作者：Ayan Seylan; Dogan Ozdemir^*; Ivantcova Polina M; Datsuk Nikita G; Shulga Dmitry A; Chupakhin Vladimir I; Zabolotnev Dmitry V; Kudryavtsev Konstantin V

来源：Tetrahedron: Asymmetry , 2013, 24(13-14): 838-843.

DOI：10.1016/j.tetasy.2013.05.023

The (2R,4R,5S)- and (2S,4S,5R)-enantiomers of 4-(tert-butyl) 2-methyl 5-(4-bromophenyl)-pyrrolidine-2,4-dicarboxylate 3 were synthesized efficiently with an ee of %26gt;90% on a gram scale using a FAM-catalytic methodology. Subsequent modification afforded enantiopure N-((4-chlorophenyl)thio)acetyl pyrrolidine derivatives 4, which are potential thrombin inhibitors according to comprehensive molecular docking studies.

• 出版日期2013-7-31