The resolution of five racemic α‐lactams by HPLC | Zendy

Yu Hui | Zendy; Hur Kyu | Zendy; Lengyel István | Zendy; Cesare Victor | Zendy

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The resolution of five racemic α‐lactams by HPLC

Author(s) -

Yu Hui,

Hur Kyu,

Lengyel István,

Cesare Victor

Publication year - 2008

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20499

Subject(s) - chemistry , enantiomer , selectivity , chirality (physics) , high performance liquid chromatography , derivative (finance) , resolution (logic) , hexane , phase (matter) , chromatography , chiral column chromatography , stereochemistry , lactam , organic chemistry , catalysis , artificial intelligence , computer science , financial economics , economics , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark

The resolution of five racemic α‐lactams ( 1a‐d,g ) using HPLC is reported. Five different Pirkle‐type stationary phases were tested. The enantiomers of α‐lactams containing the trityl group ( 1a‐d ) were separated (selectivity factors ranging from 1.08 to 1.20) using a mobile phase of hexane/2‐propanol:98/2 and a stationary phase consisting of the 3,5‐dinitroaniline derivative of ( S )‐valine with a urea linkage. Among the dialkyl‐substituted α‐lactams ( 1e‐g ), only 1,3‐di‐ tert ‐butylaziridinone ( 1g ) could be resolved, but only partially (selectivity factor = 1.07), with a mobile phase of hexane/1,2‐dichloroethane:95/5 and the stationary phase consisting of the 3,5‐dinitrobenzoic acid derivative of ( R )‐1‐naphthylglycine. Chirality, 2008. © 2007 Wiley‐Liss, Inc.

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