通过共结晶探索扁桃酰胺的晶体结构及手性拆分
Exploring the Crystal Landscape of Mandelamide and Chiral Resolution via Cocrystallization.
作者信息
Huang Shan, Fitzgerald Deirbhile, Koledoye Samuel A, Collins Stuart G, Maguire Anita R, Lawrence Simon E
机构信息
School of Chemistry, Analytical and Biological Chemistry Research Facility, SSPC, the SFI Research Centre for Pharmaceuticals, University College Cork, Cork T12 K8AF, Ireland.
School of Chemistry and School of Pharmacy, Analytical and Biological Chemistry Research Facility, SSPC, the SFI Research Centre for Pharmaceuticals, University College Cork, Cork T12 K8AF, Ireland.
出版信息
Cryst Growth Des. 2024 Dec 10;25(1):1-12. doi: 10.1021/acs.cgd.3c01513. eCollection 2025 Jan 1.
The crystal structures of (±)-mandelamide, -mandelamide, and enantioenriched mandelamide (94 : 6 ) were determined. Diastereomeric cocrystal pairs of -mandelamide with both enantiomers of mandelic acid and proline were synthesized. The diastereomeric cocrystal pairs of -mandelamide with /-mandelic acid form 1:1 cocrystals in each case, while the diastereomeric cocrystal pairs of -mandelamide with proline have different stoichiometries. Preliminary investigation of this diastereomeric cocrystal system for chiral resolution shows promise.
测定了（±）-扁桃酰胺、-扁桃酰胺和对映体富集的扁桃酰胺（94∶6）的晶体结构。合成了-扁桃酰胺与扁桃酸和脯氨酸的两种对映体的非对映体共晶体对。-扁桃酰胺与/-扁桃酸的非对映体共晶体对在每种情况下都形成1∶1的共晶体，而-扁桃酰胺与脯氨酸的非对映体共晶体对具有不同的化学计量比。对该非对映体共晶体系统用于手性拆分的初步研究显示出了前景。
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