Absolute configurations of chiral molecules with multiple stereogenic centers without prior knowledge of the relative configurations: A case study of inuloxin C

机译：无需先前了解相对配置的具有多个立体中心的手性分子的绝对配置：inuloxin c的案例研究

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Abstract > Electronic circular dichroism (ECD) and discrete wavelength resolved specific optical rotations, referred to as optical rotatory dispersion (ORD), have been remeasured for inuloxin C and analysed with corresponding quantum chemical (QC) predicted data for all diastereomers of inuloxin C. The QC‐predicted sign of ORD and of a major ECD band are found to match the experimental observations for more than one diastereomer. However, these ECD and ORD analyses combined with electronic dissymmetry factor analyses narrowed the choices of absolute configuration (AC) of inuloxin C to (5 R ,7 S ,8 R ,10 R ) and (5 S ,7 S ,8 S ,10 S ). Supplementing these analyses with corresponding analyses for acetylated inuloxin C resulted in a unique choice for the AC of inuloxin C as (5 S ,7 S ,8 S ,10 S ). This result is independent of NMR analysis. Furthermore, this AC is in full agreement with previously determined relative configuration by NMR and the AC derived therefrom using ECD and ORD. Therefore, the present study identifies a pathway for determining the ACs of chiral molecules with multiple stereogenic centers when relative configurations are not known, or when it is desired to deduce ACs independent of the known relative configurations. </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 =“de”> <标题类型=“main”>抽象</ title> >电子圆形二分列（ECD）和离散波长分辨的特定光学旋转，称为光学旋转已经对inuloxin C进行了去除并用相应的量子化学物质（QC）预测数据进行了分散（OR），对inuloxin C的所有非对映异构体进行预测数据。发现QC预测标志和主要的ECD频段的标志符合实验观察不止一个非对映异构体。然而，这些ECD和ORD分析与电子不对称因子分析结合缩小了inuloxin c至（5 r℃，7 ，8 <i的选择> R </ i>，10 R </ i>）和（5 S </ I>，7 s </ i>，8 s </ i>，10 s </ i>）。补充这些分析对乙酰化炔烃C的相应分析产生了in硫氧脲CA的独特选择（5 s），7 s，8 s </ i>，10 s </ i>）。该结果与NMR分析无关。此外，该AC与先前确定的NMR和由此通过ECD和ORD衍生的AC完全协议。因此，本研究鉴定了用于在不知道相对配置的情况下或希望独立于已知的相对配置的ACs推断ACS时，用于确定具有多个立体中心的手性分子ACS的途径。 </ p> </ abstract> </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-16290/'>《Chirality: The pharmacological, biological, and chemical consequences of molecular asymmetry》</a> <b style="margin: 0 2px;">|</b><span>2018年第11期</span><b style="margin: 0 2px;">|</b><span>共9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=Johnson Jordan L.&option=202" target="_blank" rel="nofollow">Johnson Jordan L.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Raghavan Vijay&option=202" target="_blank" rel="nofollow">Raghavan Vijay;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Cimmino Alessio&option=202" target="_blank" rel="nofollow">Cimmino Alessio;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Moeini Arash&option=202" target="_blank" rel="nofollow">Moeini Arash;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Petrovic Ana G.&option=202" target="_blank" rel="nofollow">Petrovic Ana G.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Santoro Ernesto&option=202" target="_blank" rel="nofollow">Santoro Ernesto;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Superchi Stefano&option=202" target="_blank" rel="nofollow">Superchi Stefano;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Berova Nina&option=202" target="_blank" rel="nofollow">Berova Nina;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Evidente Antonio&option=202" target="_blank" rel="nofollow">Evidente Antonio;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Polavarapu Prasad L.&option=202" target="_blank" rel="nofollow">Polavarapu Prasad L.;</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>Department of ChemistryVanderbilt UniversityNashville TN USA;</p> <p>Department of ChemistryVanderbilt UniversityNashville TN USA;</p> <p>Department of Chemical ScienceUniversity of Naples Federico IINaples Italy;</p> <p>Department of Chemical ScienceUniversity of Naples Federico IINaples Italy;</p> <p>Department of ChemistryColumbia UniversityNew York NY USA;</p> <p>Department of ScienceUniversity of BasilicataPotenza Italy;</p> <p>Department of ScienceUniversity of BasilicataPotenza Italy;</p> <p>Department of ChemistryColumbia UniversityNew York NY USA;</p> <p>Department of Chemical ScienceUniversity of Naples Federico IINaples Italy;</p> <p>Department of ChemistryVanderbilt UniversityNashville TN USA;</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/4812.html" title="结构化学">结构化学;</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=acetylated inuloxin C&option=203" rel="nofollow">acetylated inuloxin C;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=electronic circular dichroism&option=203" rel="nofollow">electronic circular dichroism;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=electronic dissymmetry factor&option=203" rel="nofollow">electronic dissymmetry factor;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=inuloxin C&option=203" rel="nofollow">inuloxin C;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=quantum chemical calculations&option=203" rel="nofollow">quantum chemical calculations;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=specific rotation&option=203" rel="nofollow">specific rotation;</a> </p> <div class="translation"> 机译：乙酰化的inuloxin c;电子圆形二色性;电子不对称因子;inuloxin c;量子化学计算;具体的旋转; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 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href="/academic-journal-cn_shandong-communication-technology_thesis/0201236563297.html">基于立体分层的呼叫中心服务资源精益配置模型</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=马勇&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 马勇</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=卜素华&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,卜素华</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=李晖&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,李晖</a> <span> <a href="/journal-cn-8767/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 山东通信技术 </a> </span> <span> . 2011</span><span>,第001期</span> </span> </div> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/academic-journal-cn_sport-science-research_thesis/0201272549380.html">上海建设具有全球影响力的体育资源配置中心内涵研究</a> <b>[J]</b> <span> <a 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href="/patent-detail/06120100348546.html">具有多个参数配置模式的中继装置及其参数配置方法</a> <b>[P]</b> . <span> 中国专利： CN109379110A </span> <span> . 2019-02-22</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130436460940.html">Rolling shaft supporting device for solar protection or sealing installation, has reception unit that is in dissymmetry relative to centers of openings, and has configurations relative to unit immobilized with respect to interior lintel</a> <b>[P]</b> . <span> 外国专利：  FR2871190A1 </span> <span> . 2005-12-09</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：用于防晒或密封装置的滚动轴支撑装置，具有相对于开口中心不对称的接收单元，并且具有相对于相对于内部石固定的单元的构造 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130428696317.html">Determining the absolute configuration of optically active molecules, absolute configuration 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