论文部分内容阅读
目的:建立茚喹诺啉[(1S/R,1’S/R)-1-(四氢吡咯-1-甲基)-2-(6-氯-2,3-二氢-茚-3-酮-1-羰基)-1,2,3,4-四氢异喹啉]对映体的高效液相色谱拆分方法并研究它的对映体转化。方法:采用Chiralcel OD-RH(150 mm×4.6mm,5.0μm,Daicel公司)手性色谱柱在反相条件下直接拆分茚喹诺啉对映体,考察了流动相pH和比例等对茚喹诺啉对映体分离的影响。确定了较佳的拆分流动相条件为0.05 mol.L-1磷酸二氢钾缓冲溶液(磷酸调pH2.5)-乙腈(70∶30,v/v)。结果:发现具有两手性中心的茚喹诺啉在非不对称合成条件下仅生成SS和RR2种光学异构体;在给质子溶剂如甲醇或水溶液中,尤其在加热或碱催化下,由于茚-3-酮-1-羰基的手性碳存在明显的消旋化,可生成4个光学异构体。结论:茚喹诺啉的4种光学异构体可在Chiralcel OD-RH手性色谱条件下获得良好的分离和检测,可用于其制备控制和质量检验。
OBJECTIVE: To establish a method for the preparation of indene quinoline [(1S / R, 1’S / R) -1- (tetrahydropyrrole-1 -methyl) -2- -1-carbonyl) -1,2,3,4-tetrahydroisoquinoline] enantiomer and its enantiomeric conversion was studied. Methods: The enantiomer of indenequinolol was resolved directly on a chiral column with a Chiralcel OD-RH (150 mm × 4.6 mm, 5.0 μm, Daicel Corp.) under reversed-phase conditions. The effects of pH and ratio of the mobile phase on indene Enantioseparation of quinoline. The optimum mobile phase conditions were determined to be 0.05 mol·L -1 potassium dihydrogen phosphate buffer solution (phosphoric acid adjusted to pH 2.5) -acetonitrile (70:30, v / v). Results: It is found that indigquinol with two chiral centers can form only SS and RR2 optical isomers under non-asymmetric synthesis conditions. In the case of proton-containing solvents such as methanol or water, especially under heating or base catalysis, -3-one-1-carbonyl, there are obvious racemization to produce 4 optical isomers. CONCLUSION: The four optical isomers of indenequinolone can be well separated and detected by Chiralcel OD-RH chiral chromatography and can be used for their preparation control and quality inspection.