Skip to Content
Merck
  • Investigation of the structure-selectivity relationships and van't Hoff analysis of chromatographic stereoisomer separations of unusual isoxazoline-fused 2-aminocyclopentanecarboxylic acids on Cinchona alkaloid-based chiral stationary phases.

Investigation of the structure-selectivity relationships and van't Hoff analysis of chromatographic stereoisomer separations of unusual isoxazoline-fused 2-aminocyclopentanecarboxylic acids on Cinchona alkaloid-based chiral stationary phases.

Journal of chromatography. A (2015-02-11)
István Ilisz, Zsanett Gecse, Gyula Lajkó, Melinda Nonn, Ferenc Fülöp, Wolfgang Lindner, Antal Péter
ABSTRACT

The enantiomers of four unusual, rather rigid isoxazoline-fused 2-aminocyclopentanecarboxylic acids were directly separated on a quinine- or a quinidine-based zwitterionic ion-exchanger as chiral selector. The effects of the mobile phase composition, the structures of the analytes and temperature on the separations were investigated. Experiments were performed at constant mobile phase composition in the temperature range 10-50°C to study the effects of temperature, and thermodynamic parameters were calculated from plots of ln α versus 1/T. Some mechanistic aspects of the chiral recognition process are discussed with respect to the structures of the analytes. It was found that the enantiomer separations were in most cases predominantly enthalpy-driven, but entropically-driven separations were also observed. The sequence of elution of the enantiomers was determined in all cases.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methanol, anhydrous, 99.8%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Butylamine, ≥99%
SKU
Pack Size
Availability
Price
Quantity
Supelco
Acetic acid, analytical standard
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Propylamine, purum, ≥99.0% (GC)
SKU
Pack Size
Availability
Price
Quantity
Supelco
Methanol, analytical standard
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Tripropylamine, ≥98%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, ≥99.5%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Butylamine, 99.5%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Propylamine, ≥99%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, puriss. p.a., ≥99.5% (GC)
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, for amino acid analysis, ≥99.5% (GC)
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, BioUltra, ≥99.5% (GC)
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, for protein sequence analysis, ampule, ≥99.5% (GC)
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetic acid, for luminescence, BioUltra, ≥99.5% (GC)
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Ammonia, puriss., anhydrous, ≥99.95%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetic acid, natural, ≥99.5%, FG
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
N,N-Diethylaniline, ≥99%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetic acid, ≥99.5%, FCC, FG
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Propylamine, 98%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Ammonia, anhydrous, ≥99.98%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, ≥99%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
2-Thiobarbituric acid, ≥98%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, ≥99.5%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Ammonia solution, 0.4 M in THF
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Triethylamine, purum, ≥99% (GC)
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Methanol, NMR reference standard
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetic acid-12C2, 99.9 atom % 12C
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Ammonia-14N, 99.99 atom % 14N
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Ammonia solution, 4 M in methanol
SKU
Pack Size
Availability
Price
Quantity
Supelco
Butylamine, analytical standard
SKU
Pack Size
Availability
Price
Quantity