新しい方法で医薬品製造の無駄を省く(New method could cut waste from drug production)

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2024-04-24 エディンバラ大学

エディンバラ大学の研究チームは、キラル分子の左手または右手バージョンのみを生成する新しい化学合成法を開発しました。この方法は、出発分子の左右両方のバージョンを結合させて目的の化学物質を単一の形で生成する技術です。従来の方法と比べて最大100%の収率を実現しており、特に医薬品や農業化学品の生産において大きな影響を及ぼす可能性があります。

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立体規則性エナンチオ変換反応 Stereoretentive enantioconvergent reactions

Steven H. Bennett,Jacob S. Bestwick,Vera P. Demertzidou,David J. Jones,Helen E. Jones,François Richard,Joshua A. Homer,Rosie Street-Jeakings,Andrew F. Tiberia & Andrew L. Lawrence
Nature Chemistry  Published:17 April 2024
DOI:https://doi.org/10.1038/s41557-024-01504-1

新しい方法で医薬品製造の無駄を省く(New method could cut waste from drug production)

Abstract

Enantioconvergent reactions are pre-eminent in contemporary asymmetric synthesis as they convert both enantiomers of a racemic starting material into a single enantioenriched product, thus avoiding the maximum 50% yield associated with resolutions. All currently known enantioconvergent processes necessitate the loss or partial loss of the racemic substrate’s stereochemical information, thus limiting the potential substrate scope to molecules that contain labile stereogenic units. Here we present an alternative approach to enantioconvergent reactions that can proceed with full retention of the racemic substrate’s configuration. This uniquely stereo-economic approach is possible if the two enantiomers of a racemic starting material are joined together to form one enantiomer of a non-meso product. Experimental validation of this concept is presented using two distinct strategies: (1) a direct asymmetric coupling approach, and (2) a multicomponent approach, which exhibits statistical amplification of enantiopurity. Thus, the established dogma that enantioconvergent reactions require substrates that contain labile stereogenic units is shown to be incorrect.

有機化学・薬学
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