Efficient preparative separation of β‐cypermethrin stereoisomers by supercritical fluid chromatography with a two‐step combined strategy

Yan Yilun; Fan Jun; Lai Yecai; He Jianfeng; Guo Dong; Zhang Hui; Zhang Weiguang

摘要

Abstract >An efficient two‐step method has been developed for the separation of β‐cypermethrin stereoisomers by supercritical fluid chromatography with polysaccharide chiral stationary phases. With respect to retention, selectivity, and resolution of β‐cypermethrin, the effects of chiral stationary phases, cosolvents, mobile phases, and column temperature have been studied in detail. Through a two‐step separation, β‐cypermethrin was firstly separated by using a cellulose‐derived chiral stationary phase to obtain two stereoisomeric pairs, and further resolved on an amylose‐based chiral stationary phase to produce four enantiopure stereoisomers. The electronic circular dichroism patterns of the first‐ and the third‐eluted isomers in methanol solution showed the mirror image of each other in the wavelength range 200～300?nm, indicating that they were a pair of enantiomers. Moreover, the second‐ and the fourth‐eluted isomers were also enantiomers. This proposed two‐step strategy showed low solvent consumption, fast separation speed, and high‐purity, which may provide an effective approach for preparative separation of compounds with multiple chiral centers and difficult‐to‐separate multicomponent samples. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>摘要</标题> >已经开发了一种高效的两步方法，用于通过超临界分离β-二甲酰胺立体异构体具有多糖手性固定阶段的流体色谱。关于保留，选择性和分辨率的β-氯氰菊酯，详细研究了手性固定阶段，共溶剂，移动相和柱温的影响。通过使用两步分离，首先通过使用纤维素衍生的手性固定相来分离β - 氯氰菊酯，得到两个立体异构体对，并进一步在基于直链淀粉的手性固定相上分离，以产生四种对映异构体的次映异构体。甲醇溶液中的第一和第三洗脱异构体的电子圆形二色性模式显示在波长范围200〜300≤nm中彼此的镜像，表明它们是一对对映体。此外，第二和第四洗脱的异构体也是对映体。这提出的两步策略显示出低溶剂消耗，快速分离速度和高纯度，这可以提供有效的方法，用于制备具有多个手性中心的化合物和难以分离的多组分样品。</ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-35800/'>《Journal of separation science.》</a> <b style="margin: 0 2px;">|</b><span>2018年第6期</span><b style="margin: 0 2px;">|</b><span>共8页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yan Yilun&option=202" target="_blank" rel="nofollow">Yan Yilun;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Fan Jun&option=202" target="_blank" rel="nofollow">Fan Jun;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Lai Yecai&option=202" target="_blank" rel="nofollow">Lai Yecai;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=He Jianfeng&option=202" target="_blank" rel="nofollow">He Jianfeng;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Guo Dong&option=202" target="_blank" rel="nofollow">Guo Dong;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Zhang Hui&option=202" target="_blank" rel="nofollow">Zhang Hui;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Zhang Weiguang&option=202" target="_blank" rel="nofollow">Zhang Weiguang;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>School of Chemistry and EnvironmentSouth China Normal UniversityGuangzhou China;</p> <p>School of Chemistry and EnvironmentSouth China Normal UniversityGuangzhou China;</p> <p>Guangdong YanJie Pharmatech Co. LtdGuangzhou China;</p> <p>School of Chemistry and EnvironmentSouth China Normal UniversityGuangzhou China;</p> <p>Guangdong YanJie Pharmatech Co. LtdGuangzhou China;</p> <p>School of Chemistry and Chemical EngineeringXiamen UniversityXiamen China;</p> <p>School of Chemistry and EnvironmentSouth China Normal UniversityGuangzhou China;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/159.html" title="化学">化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=β‐cypermethrin&option=203" rel="nofollow">β‐cypermethrin;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chiral separation&option=203" rel="nofollow">chiral separation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chromatographic conditions&option=203" rel="nofollow">chromatographic conditions;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=supercritical fluid chromatography&option=203" rel="nofollow">supercritical fluid chromatography;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=two‐step strategy&option=203" rel="nofollow">two‐step strategy;</a> </p> <div class="translation"> 机译：β-氯氰菊酯;手性分离;色谱条件;超临界流体色谱;两步策略; 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