Exploring the Crystal Landscape of Mandelamide and Chiral Resolution via Cocrystallization.

Cryst Growth Des

School of Chemistry, Analytical and Biological Chemistry Research Facility, SSPC, the SFI Research Centre for Pharmaceuticals, University College Cork, Cork T12 K8AF, Ireland.

Published: January 2025

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Article Abstract

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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11697332PMC
http://dx.doi.org/10.1021/acs.cgd.3c01513DOI Listing

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