A Practical and Efficient Stereoselective Synthesis of (S)‐Rivastigmine and (R)‐Rivastigmine. Issue 5 (2nd February 2018)

• Record Type: Journal Article
• Authors: Hua, Yong‐Gang; Han, Lan‐Ping; Yang, Qian‐Qian; Wang, Mei‐Jing; Zhang, En; Liu, Hong‐Min
• Is Part Of: ChemistrySelect. Volume 3:Issue 5(2018)
• Page Start: 1385
• Page End: 1387
• Publication Date: 2018-02-02
• Subjects: asymmetric synthesis -- chlorination -- rivastigmine -- stereoselective; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201703032
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A stereoselective synthesis of (S)‐rivastigmine and (R)‐rivastigmine was developed. The key steps were stereoselective chlorination of a chiral secondary benzylic alcohol intermediate and amination of the corresponding chloride. Based on this method, both stereoisomers of rivastigmine were obtained stereoselectively in high yields. Abstract : A new methods for stereoselective synthesis of rivastigmine has been developed. This strategy avoids the chiral intermediates waste produced by the traditional lipase‐catalyzed strategy. The key steps provide chlorination of a chiral secondary benzylic alcohol conditions.