References Abe I, Nishiyama T, Nakahara T, Frank H. Gas chromatographic enantiomer separation of pharmaceuticals on capillary columns coated with novel chiral polysiloxanes. J Chromatogr A. 1995;694:237-243. Aboul-Enein HY, Bakr SA. Enantiomeric resolution of propranolol and analogs on two cellulose (Chiralcel of and OC) and one amylose (ChiralpakAd) chiral stationary phases. J Liq Chrom Relat Tech. 1998;8:1137-1145. Beck GM, Neau SH. Optimization of lambda-carrageenan as a chiral selector in capillary electrophoresis separations. Chirality. 2000
This article describes a preparation of some new compounds of the aryloxyaminopropanol type derived from 4-hydroxyphenylpropan- 1-one with phenylamino, cyclohexylamino and isobutylamino group in the hydrophilic part and methoxymethyl or ethoxymethyl substituent in the lipophilic part of the molecule. The purity of the prepared compounds was checked by thinlayer chromatography and the structure was confirmed on the basis of interpretation of the IR, UV, 1H NMR and 13C NMR spectra. An enantioseparation of the prepared compounds was performed by using high-performance liquid chromatography on an amylase tris(3,5-dimethylphenylcarbamate) (Chiralpak AD) and native teicoplanin (Chirobiotic T). The chromatographic results such as retention, separation and resolution factors have shown that Chiralpak AD is more suitable for enantioseparation of some of the prepared compounds.
Synthesis and enantioseparation of derivatives of propranolol
Propranolol is one of the first prepared and in therapeutic praxis used beta- adrenolytics. In this paper novel derivatives of propranolol with cyclohexylamino and pyrrolidin-1-yl groups in hydrophilic part were prepared. HPLC-enantioseparation propranolol (as reference compound) and of the prepared derivatives has been achieved using a Chiralpak AD CSP based on the amylose tris (3,5-dimethylphenylcarbamate).(R)-enantiomer of the propranolol was prepared by stereoselective synthesis using Jacobsen catalyst.