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A new and efficient enantioselective synthesis of both enantiomers of the calcium channel blocker bepridil

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A concise and efficient enantioselective synthesis of both enantiomers of bepridil, a calcium channel blocker, is reported. Jacobsen's hydrolytic kinetic resolution method was utilized to resolve racemic 2-(isobutoxymethyl)oxirane. The incorporation… Click to show full abstract

A concise and efficient enantioselective synthesis of both enantiomers of bepridil, a calcium channel blocker, is reported. Jacobsen's hydrolytic kinetic resolution method was utilized to resolve racemic 2-(isobutoxymethyl)oxirane. The incorporation of the succinimide moiety by the Mitsunobu reaction, which was investigated in detail, occurred without any loss of enantioselectivity. Using this strategy, both enantiomers of the target molecule were obtained in good yield and with high enantiopurity (ee > 99%).

Keywords: efficient enantioselective; calcium channel; channel blocker; synthesis enantiomers; enantioselective synthesis

Journal Title: New Journal of Chemistry
Year Published: 2017

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