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High‐performance liquid chromatographic separation of stereoisomers of N ‐phthaloyl‐protected amino acids and dipeptidomimetics
Author(s) -
Ilisz István,
Ballet Steven,
Van Rompaey Karolien,
De Wachter Rien,
Tourwé Dirk,
Armstrong Daniel W.,
Péter Antal
Publication year - 2007
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200600493
Subject(s) - chemistry , chromatography , elution , ionic liquid , glycopeptide , amino acid , cellulose , high performance liquid chromatography , polar , phase (matter) , stereoisomerism , organic chemistry , molecule , catalysis , biochemistry , antibiotics , physics , astronomy
The stereoisomers of N ‐phthaloyl‐protected amino acids and dipeptidomimetics were separated on macrocyclic glycopeptide and cellulose‐based chiral stationary phases (CSPs) in the RP and polar‐ionic modes. The effects of the organic modifier, the mobile phase composition, and the pH on the separations were investigated. Optimization of these separations was achieved through variation of the mobile‐phase additive combinations. The elution sequence was determined for some of the samples. A practical application for the monitoring of the reaction conditions for N ‐phthaloylation of ( S )‐Phe was demonstrated.