New chiral crown ether stationary phase for the liquid chromatographic resolution of α-amino acid enantiomers

Liquid chromatographic enantioseparation of aryl?-amino ketones on a crown ether-based chiral stationary phase

“…Resolution of racemic primary amino compounds on CSP 1 has been reported to be quite dependent on the type and the content of organic and acidic modifiers in aqueous mobile phase (Hyun et al, 2001. In addition, inorganic modifier, especially ammonium acetate, in aqueous mobile phase and the column temperature have been reported to also be responsible for the chromatographic behaviors for the resolution of racemic primary amino compounds on CSP 1 (Hyun et al, 2001.…”

“…The chiral column (250 × 4.6 mm i.d.) packed with CSP 1 was available from a previous study (Hyun et al, 2001). Each of racemic and optically active aryl α-amino ketones (2-13) was dissolved in water (usually 2.5 mg/mL) and then used for the resolution on CSP 1.…”

“…1) by covalently bonding (3,3′-diphenyl-1,1′-binaphthyl)-20-crown-6 to silica gel (Hyun et al, 2001). CSP 1 was very successful in the resolution α-amino acids (Hyun et al, 2001), primary amines and amino alcohols , fluoroquinolone antibacterials and tocainide . In this study, we wish to extend the use of CSP 1 to the resolution of aryl α-amino ketones including cathinone (2) and its analogues (3-13), shown in Fig.…”

Chiral separation by chromatographic and electromigration techniques. A Review

“…Recently, new crown ether phases using 18-crown-6-tetracarboxylic acid chemically bonded to aminopropylsilanized silica gel were prepared in different ways [152][153][154]. More recently, Hyun et al [155] prepared a crown ether phase derived from a (diphenyl-subsituted 1,1 0 -binaphthyl) crown ether. These phases were applied to the chiral separation of amino acids and other compounds with primary amino groups.…”

Fases estacionárias quirais para cromatografia líquida de alta eficiência

“…Hyun et al 134 sintetizaram uma CSP ligando covalentemente o (3,3'-difenil-1,1'-binaft-2,2'-diil)-20-coroa-6 na superfície da sílica. Essa CSP foi efetiva na separação de enantiômeros de vários a-aminoácidos naturais e sintéticos e com este tipo de imobilização química, fases móveis contendo metanol, etanol e acetonitrila (20-80%) puderam ser utilizadas sem perda do desempenho da coluna.…”