Barker William M, Worm Karin, Dolle Roland E
Department of Chemistry, Adolor Corporation, 700 Pennsylvania Drive, Exton, PA 19341, USA.
J Chromatogr A. 2009 Nov 6;1216(45):7708-14. doi: 10.1016/j.chroma.2009.08.033. Epub 2009 Aug 18.
Chiral recognition and resolution of methanobenzazocines was investigated by HPLC using polysaccharide, Pirkle-type, native and derivatized beta-cyclodextrin chiral stationary phases. Enantioseparation of phenyl substituted 2,6-methanobenzazocines was achieved with multiple chiral stationary phases throughout the classes described. Chiral resolution of the enantiomers of 1,5-methano-3-methyl-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine was produced on both polysaccharide and Pirkle-type phases. In the case of 1,5-methano-3-methyl-6-phenyl-1,2,3,4,5,6-hexahydro-3-benzazocine only a dinitrophenyl substituted beta-cyclodextrin produced a separation of enantiomers.
使用多糖、Pirkle型、天然和衍生化的β-环糊精手性固定相，通过高效液相色谱法研究了甲基地苯并氮杂卓的手性识别和拆分。在所描述的各类中，使用多种手性固定相实现了苯基取代的2,6-甲基地苯并氮杂卓的对映体分离。在多糖和Pirkle型固定相上均实现了1,5-亚甲基-3-甲基-6-氧代-1,2,3,4,5,6-六氢-3-苯并氮杂卓对映体的手性拆分。对于1,5-亚甲基-3-甲基-6-苯基-1,2,3,4,5,6-六氢-3-苯并氮杂卓，只有二硝基苯基取代的β-环糊精实现了对映体的分离。
