模拟移动床手性拆分盐酸舍曲林中间体(±)-Tetralone

Enantioseparation of( ±)-Tetralone by Simulated Moving Bed Chromatography

以正己烷-乙醇（90∶10,V/V）为流动相和Enantiopak SDMP填料为手性固定相,在4区8柱的模拟移动床（SMB）系统上对盐酸舍曲林中间体（±）-Tetralone进行手性拆分;以洗脱体积法初步确定了模拟移动床的操作参数,探讨了进样浓度、进样流速和柱组合方式等因素对SMB手性分离的影响;最后采用HPLC和圆二色光谱方法对提余液和提取液样品进行表征.结果表明,在Enantiopak SDMP色谱柱上,以正己烷-乙醇（90∶10,V/V）为流动相时,4S-（＋）-Tetralone在色谱柱的保留较4R-（-）-Tetralone弱,先被流动相洗脱;随进样流速和样品浓度的减小,提取液和提余液的纯度增加;SMB系统连续运行72 h,提取液和提余液的纯度保持稳定（超过95%）,（±）-Tetralone回收率为94.7%;提余液和提取液样品的圆二色光谱（ECD）谱在200~400 nm间呈现几乎完美的镜像对称,说明其为一对对映异构体.

Enantioseparation of racemic tetralone on the Enantiopak SDMP columns has been carried out by fourzone-eight-column simulated moving bed（ SMB） with the mixture of hexane-ethanol（90 ∶ 10,V / V） and the SMB running parameters were set by using elution volume method. The effects of sample concentration,flow rate,and column combination on the resolution of tetralone racemate were investigated in detail. In addition,the extract and raffinate were characterized by chiral HPLC and solution circular dichroism spectroscopy. The retention of 4S-（ ＋）-Tetralone was weaker than 4R-（$）-Tetralone on the Enantiopak SDMP column with hexane-ethanol（90∶ 10,V / V） as the mobile phase. The purity of the extract and raffinate,that is the enantiomer product,increased gradually with the reduction of sample concentration or flow rate. More importantly,the purity of the enantiomer product kept almost unchanged when the SMB system was run over 72 h,and the recovery of（ ±）-Tetralone was 94. 7%.The CD curves of the extract and the raffinate looked like the mirror images of each other in the range from 200 nm to 400 nm,which indicated that the corresponding compounds were a pair of enantiomers.