Chiral Separation of Novel α ‐Aminophosphonates Containing a Benzothiazole Moiety by Liquid Chromatography Using an Amylose Stationary Phase

Abstract

The present report describes a chiral HPLC method for the enantiomeric separation of α-aminophosphonate derivatives using two new coated and immobilized amylose-based chiral stationary phases (CSP, Chiralpak IA and Chiralpak AD-H). The chromatographic parameters such as retention factor (k), separation factor (α), and resolution (R s ) of the solutes were investigated on these two CSPs. Reasonably good baseline separation for these compounds was achieved using Chiralpak IA column. The influences of temperature, content of ethanol modifier and the structure of analyte were also studied. THF, EtOAc and CH 2 Cl 2 were used as eluents on analytical and semi-preparative columns. Highly enriched enantiomers with purities of up to 96.4%-100% (ee) and yields of 90.2%-95.5% were obtained, respectively. The proposed methods were found to be suitable and accurate for rapid separation and semi-preparation of enantiomeric α-aminophosphonate derivatives available.

Synthesis of Hapten and Development of Immunoassay Based on Monoclonal Antibody for the Detection of Dufulin in Agricultural Samples

“…However, limited methods have been reported for the analytical evaluation of Dufulin and α-aminophosphonates. Some liquid chromatographic techniques with diode array detection (DAD) have been used for the quantitative analysis and separation or semipreparation of α-aminophosphonates. − Chromatographic analyses provided sensitive and specific techniques. However, they usually required highly skilled personnel and expensive equipment.…”