Screening Approach for Chiral Separation of β‐Aminoketones by HPLC on Various Polysaccharide‐Based Chiral Stationary Phases. Issue 5 (6th March 2015)

• Record Type: Journal Article
• Authors: Addadi, Khadidja; Sekkoum, Khaled; Belboukhari, Nasser; Cheriti, Abdelkrim; Aboul‐Enein, Hassan Y.
• Is Part Of: Chirality. Volume 27:Issue 5(2015)
• Page Start: 332
• Page End: 338
• Publication Date: 2015-03-06
• Subjects: Chirality -- Periodicals; Pharmaceutical chemistry -- Periodicals; 541.22
• DOI: 10.1002/chir.22434
• Languages: English
• ISSNs: 0899-0042

Abstract

<abstract abstract-type="main"> <title>Abstract</title> <p>Nine β‐aminoketones were synthesized via <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">Mannich reaction</named-content> when benzaldehyde was condensed with some primary amines and acetophenone. The purified compounds were identified by using spectroscopic methods. The enantiomeric separation of these derivatives was carried out by high‐performance <named-content content-type="chemicalTechnology" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">liquid chromatography</named-content> (HPLC) using several coated and immobilized polysaccharide stationary phases, namely, Chiralcel<sup>®</sup> OD‐H, Chiralcel<sup>®</sup> OD, Chiralcel<sup>®</sup> OJ, Chiralpak<sup>®</sup> AD, Chiralpak<sup>®</sup> IA, and Chiralpak<sup>®</sup> IB using different mobile phases composed of <italic>n</italic>‐hexane and alcohol mixed in various ratios or pure ethanol or isopropanol. The <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">retention</named-content> behavior and selectivity of these chiral stationary phases were examined in isocratic normal phase mode. The results indicate that cellulose derivatives have higher <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">enantioselectivity</named-content> than amylose derivatives for the separation of racemic β‐amino ketones. <italic>Chirality 27:332–338, 2015.</italic> © 2015 Wiley Periodicals, Inc.</p> </abstract>