title: A convenient method for the enantiomeric separation of α-amino acid esters as benzophenone imine Schiff base derivatives.
abstract: A convenient liquid chromatographic method for the separation of α-amino acid esters as benzophenone Schiff base derivatives on coated chiral stationary phases (CSPs) (Chiralcel OD-H, Chiralcel OD, Chiralpak AD-H, Chiralpak AD, and Chiralpak AS) or covalently immobilized CSPs (Chiralpak IA, Chiralpak IB, and Chiralpak IC) derived from polysaccharide derivatives is described. Benzophenone imine derivatives of α-amino acid esters were readily prepared by stirring benzophenone imine and the hydrochloride salts of α-amino acid esters in 2-propanol. The chromatographic separations were conducted at a flow rate 1.0 mL/min and a detection wavelength of 254 nm; 0.5% 2-propanol/hexane (v/v) was used on CSPs. In general, the resolution of Chiralpak IC was superior to those of the other CSPs. In addition, the resolutions of other arylimine derivatives of α-amino acid esters and the effects of different mobile phases on the enantiomeric separation of α-amino acid esters as benzophenone imine derivatives on Chiralpak IC were investigated.
authors.affiliation: College of Pharmacy, Chosun University, Gwangju 501-759, Korea.
authors.forename: Hu
authors.initials: H
authors.lastname: Huang
authors.forename: Wen Jun
authors.initials: WJ
authors.lastname: Xu
authors.forename: Jing-Yu
authors.initials: JY
authors.lastname: Jin
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
authors.forename: Hyun-Jae
authors.initials: HJ
authors.lastname: Shin
authors.forename: Wonjae
authors.initials: W
authors.lastname: Lee
mesh_terms: D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D001577:Benzophenones / Q000737:chemistry / Q000302:isolation & purification*; D002219:Carbamates / Q000737:chemistry; D002853:Chromatography, Liquid / Q000379:methods; D004952:Esters / Q000737:chemistry / Q000302:isolation & purification*; D007097:Imines / Q000737:chemistry / Q000302:isolation & purification*; D007536:Isomerism; D012545:Schiff Bases / Q000737:chemistry / Q000302:isolation & purification; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000596:Amino Acids; D001577:Benzophenones; D002219:Carbamates; D004952:Esters; D007097:Imines; D012545:Schiff Bases