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Asymmetric Synthesis of (S)-phenylacetylcarbinol - Closing a Gap in C-C Bond Formation

Torsten SehlSaskia BockLisa MarxZaira MaugeriLydia WalterRobert WestphalConstantin VogelUlf MenyesMartin ErhardtMichael MüllerMartina PohlDörte Rother

出版	Universität, 2017
URL	http://books.google.com.hk/books?id=KIPduQEACAAJ&hl=&source=gbs_api

註釋Abstract: (S)-Phenylacetylcarbinol [(S)-PAC] and its derivatives are valuable intermediates for the synthesis of various active pharmaceutical ingredients (APIs), but their selective synthesis is challenging. As no highly selective enzymes or chemical catalysts were available, we used semi-rational enzyme engineering to tailor a potent biocatalyst to be >97% stereoselective for the synthesis of (S)-PAC. By optimizing the reaction and process used, industrially relevant product concentrations of >48 g L−1 (up to 320 mM) were achieved. In addition, the best enzyme variant gave access to a broad range of ring-substituted (S)-PAC derivatives with high stereoselectivity, especially for meta-substituted products