...
  • 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Crystal growth & design >Analysis of enantiospecific and diastereomeric cocrystal systems by crystal structure prediction
【24h】

Analysis of enantiospecific and diastereomeric cocrystal systems by crystal structure prediction

机译：通过晶体结构预测分析对映体和非对映体共晶体系

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Cocrystals offer two novel variants on the classic salt formation method of chiral resolution. Diastereomeric cocrystal pairs are directly analogous to salts but without the requirement for proton transfer. Conversely, a coformer that cocrystallizes with one enantiomer but not the other (enantiospecific cocrystallization) has recently been shown to give high enantiomeric yield. For either variant an understanding of intermolecular interactions is vital. In this study computational crystal structure prediction (CSP) is applied to three recently reported examples: levetiracetam with mandelic acid and with tartaric acid, which display enantiospecific cocrystallization, and tartaric acid with malic acid, which forms a diastereomeric cocrystal pair. The ability of CSP techniques to predict the experimental cocrystal structures is demonstrated. The chirally selective interactions are determined using the unique capabilities of CSP, with reference to alternative structures for each cocrystal system, including the hypothetical diastereomeric twins of the levetiracetam cocrystals. In each case, chiral selectivity can be described in terms of the dominant R22(8) dimer's response to the change in enantiomer. It is concluded that when designing a coformer for chiral resolution a predilection toward a single, orientationally restrictive intermolecular motif, with minimal ability to form alternative motifs, is the best strategy.
机译：共晶体在手性拆分的经典成盐方法上提供了两种新颖的变体。非对映共晶对直接类似于盐，但不需要质子转移。相反，最近已显示与一种对映异构体共结晶而不与另一种对映异构体共结晶的共形成剂（对映体特异性共结晶）具有高对映体产率。对于任一变体，对分子间相互作用的理解都是至关重要的。在这项研究中，将计算晶体结构预测（CSP）应用于三个最近报道的例子：左乙拉西坦与扁桃酸和酒石酸，显示对映体特异性共结晶，以及酒石酸和苹果酸，形成非对映共晶对。证明了CSP技术预测实验共晶结构的能力。使用CSP的独特功能来确定手性选择性相互作用，并参考每个共晶体系统的替代结构，包括左乙拉西坦共晶体的假想非对映孪晶。在每种情况下，手性选择性都可以根据主要的R22（8）二聚体对对映异构体变化的反应来描述。结论是，当设计用于手性拆分的共形成剂时，倾向于形成单一的，定向限制性的分子间基序，而形成替代基序的能力最小，这是最佳策略。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号