Attrition-Enhanced Deracemization of an Amino Acid Derivative That Forms an Epitaxial Racemic Conglomerate

Just bead it! Despite the complication of enantiomeric epitaxial behavior, a derivative of phenylalanine was completely resolved (see picture). Racemization takes place by abrasively grinding crystals of the compound in a saturated solution. By studying the influence of different crystal sizes, it w...

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Veröffentlicht in:	Angewandte Chemie (International ed.) 2008-09, Vol.47 (38), p.7226-7229
Hauptverfasser:	Kaptein, Bernard, Noorduin, Wim L, Meekes, Hugo, van Enckevort, Willem J.P, Kellogg, Richard M, Vlieg, Elias
Format:	Artikel
Sprache:	eng
Schlagworte:	amino acids chiral resolution epitaxial growth grinding Ostwald ripening Phenylalanine - analogs & derivatives Phenylalanine - chemical synthesis Phenylalanine - chemistry Stereoisomerism
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Beschreibung
Zusammenfassung:	Just bead it! Despite the complication of enantiomeric epitaxial behavior, a derivative of phenylalanine was completely resolved (see picture). Racemization takes place by abrasively grinding crystals of the compound in a saturated solution. By studying the influence of different crystal sizes, it was found that Ostwald ripening plays an important role in this process. DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200802468