Exploring the Crystal Landscape of Mandelamide and Chiral Resolution via Cocrystallization

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Abstract

The crystal structures of (±)-mandelamide, S-mandelamide, and enantioenriched mandelamide (94 S : 6 R) were determined. Diastereomeric cocrystal pairs of S-mandelamide with both enantiomers of mandelic acid and proline were synthesized. The diastereomeric cocrystal pairs of S-mandelamide with S/R-mandelic acid form 1:1 cocrystals in each case, while the diastereomeric cocrystal pairs of S-mandelamide with proline have different stoichiometries. Preliminary investigation of this diastereomeric cocrystal system for chiral resolution shows promise.

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Huang, S., Fitzgerald, D., Koledoye, S. A., Collins, S. G., Maguire, A. R., & Lawrence, S. E. (2025). Exploring the Crystal Landscape of Mandelamide and Chiral Resolution via Cocrystallization. Crystal Growth and Design, 25(1), 1–12. https://doi.org/10.1021/acs.cgd.3c01513

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