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手性杀菌剂咯菌腈的物理化学性质及对映体选择性结晶策略

Physical-Chemical Properties of the Chiral Fungicide Fenamidone and Strategies for Enantioselective Crystallization.

作者信息

Kort Anne-Kathleen, Lorenz Heike, Seidel-Morgenstern Andreas

机构信息

Max Planck Institute for Dynamics of Complex Technical Systems, Magdeburg, Germany.

Otto von Guericke University Magdeburg, Institute of Process Engineering, Magdeburg, Germany.

出版信息

Chirality. 2016 Jun;28(6):514-20. doi: 10.1002/chir.22608.

DOI:10.1002/chir.22608
PMID:27225331
Abstract

Thermodynamic and kinetic parameters are of prime importance for designing crystallization processes. In this article, Preferential Crystallization, as a special approach to carry out enantioselective crystallization, is described to resolve the enantiomers of the chiral fungicide fenamidone. In preliminary investigations the melting behavior and solid-liquid equilibria in the presence of solvents were quantified. The analyses revealed a stable solid phase behavior of fenamidone in the applied solvents. Based on the results obtained, a two-step crystallization route was designed and realized capable of providing highly pure enantiomers. An initial Preferential Crystallization of the racemate was performed prior to crystallizing the target enantiomer preferentially out of the enriched mother liquor. Chirality 28:514-520, 2016. © 2016 Wiley Periodicals, Inc.

摘要

热力学和动力学参数对于设计结晶过程至关重要。在本文中,优先结晶作为一种进行对映选择性结晶的特殊方法,被用于拆分手性杀菌剂苯霜灵的对映体。在初步研究中,对存在溶剂时的熔化行为和固液平衡进行了量化。分析表明苯霜灵在所应用的溶剂中具有稳定的固相随行为。基于所获得的结果,设计并实现了一种两步结晶路线,该路线能够提供高纯度的对映体。首先对外消旋体进行优先结晶,然后从富集的母液中优先结晶出目标对映体。《手性》2016年第28卷,第514 - 520页。© 2016威利期刊公司。

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