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High‐performance liquid chromatographic enantioseparation of ( R , S )‐fluoxetine using Marfey's reagent and ( S )‐ N ‐(4‐nitrophenoxycarbonyl) phenylalanine methoxyethyl ester as chiral derivatizing reagents along with direct thin‐layer chromatographic resolution and isolation of enantiomers using l ‐tartaric acid as mobile phase additive
Author(s) -
Bhushan Ravi,
Agarwal Charu
Publication year - 2010
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.1421
Subject(s) - chemistry , diastereomer , chromatography , enantiomer , reagent , chiral derivatizing agent , derivatization , high performance liquid chromatography , elution , resolution (logic) , phenylalanine , amino acid , organic chemistry , chiral column chromatography , biochemistry , artificial intelligence , computer science
Chiral assay of enantiomers of fluoxetine was achieved in pharmaceutical formulations using direct and indirect methods. l ‐Tartaric acid was used as a mobile phase additive in thin‐layer chromatography; the enantiomers were separated and isolated and were used to determine the elution order in HPLC. ( R , S )‐flouxetine was derivatized with ( S )‐ N ‐(4‐nitrophenoxycarbonyl)phenylalanine methoxyethyl ester [( S )‐NIFE], Marfey's reagent and 1‐fluoro‐2,4‐dinitrophenyl‐ l ‐methionine amide (FDNP‐ l ‐Met‐NH 2 ). The diastereomers were separated using RP‐HPLC. The effect of flow rate and TFA concentration on resolution was studied. The diastereomers obtained by derivatization with FDNP‐ l ‐Met‐NH 2 were also separated by RP‐TLC. Copyright © 2010 John Wiley & Sons, Ltd.