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Published on: March 12, 2015
Synthesis of (S)-Finerenone via Late-Stage Asymmetric Transfer Hydrogenation
Zihao Dai1, Jiamu Liu1, Naixing Wang2
1State Key Laboratory of Chemical Biology, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China.
Abstract:
Herein, we report a convergent and practical synthesis of the nonsteroidal mineralocorticoid receptor antagonist (S)-finerenone. The present approach incorporates a scalable, chromatography-free method to attain a racemic precursor with an impressive overall yield of 88%. Leveraging this versatile intermediate, we have developed two complementary approaches, including a robust resolution utilizing (+)-benzoyl tartaric acid and an efficient asymmetric transfer hydrogenation facilitated by chiral phosphoric acid-catalyzed dynamic kinetic resolution (DKR), to avoid cumbersome purification procedures, thereby offering a flexible, high-yielding, and highly enantioselective platform for the industrial-scale production of (S)-finerenone.
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