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Analytical and semipreparative high performance liquid chromatography separation of stereoisomers of novel 3,4‐dihydropyrimidin‐4(3 H )‐one derivatives on the immobilised amylose‐based Chiralpak IA chiral stationary phase
Author(s) -
Cirilli Roberto,
Ferretti Rosella,
Gallinella Bruno,
La Torre Francesco,
Mai Antonello,
Rotili Dante
Publication year - 2006
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.200600019
Subject(s) - chemistry , chromatography , high performance liquid chromatography , dichloromethane , ethyl acetate , amylose , stereoselectivity , ether , enantiomer , phase (matter) , diastereomer , organic chemistry , solvent , starch , catalysis
Direct HPLC separation of stereoisomers of three novel 5‐methyl‐2‐(alkylthio)‐6‐(2,6‐difluorophenylalkyl)‐3,4‐dihydropyrimidin‐4(3 H )‐ones endowed with antiviral and potential antiproliferative and morphological differentiation activity against melanoma cells was performed by using the new immobilised amylose‐based Chiralpak IA chiral stationary phase. Stereoselective conditions were achieved using normal phase eluents containing “non‐standard” solvents such as ethyl acetate, methyl tert ‐butyl ether, or dichloromethane. In order to study the chiroptical properties of single stereoisomers, mg‐scale separations were performed on analytical and semipreparative size Chiralpak IA columns in combination with ethyl acetate‐based eluents.