首页> 外文期刊>Chirality: The pharmacological, biological, and chemical consequences of molecular asymmetry >Efficient access to both enantiomers of 3‐(1‐hydroxyethyl)phenol by regioselective and enantioselective CAL‐B CAL‐BCAL‐B –catalyzed hydrolysis of diacetate in organic media by sodium carbonate
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Efficient access to both enantiomers of 3‐(1‐hydroxyethyl)phenol by regioselective and enantioselective CAL‐B CAL‐BCAL‐B –catalyzed hydrolysis of diacetate in organic media by sodium carbonate

机译:通过区域选择性和对映选择性 Cal-B Cal-B Cal-B,高效地进入3-(1-羟乙基)苯酚的对映体 Cal-B Cal-B.Catalyzed 碳酸钠在有机培养基中的水解

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Abstract > In the present paper, we describe several pathways employing immobilized lipase from Candida antarctica B ( CAL‐B ) as biocatalyst to prepare easily both enantiomers of 3‐(1‐hydroxyethyl)phenol. We have applied hydrolysis with Na <sub>2</sub> CO <sub>3</sub> in organic media under mild conditions. The reaction parameters solvent effect, amount of lipase, and Na <sub>2</sub> CO <sub>3</sub> were examined with 3‐(1‐acetoxyethyl)phenyl acetate as substrate. In alkaline hydrolysis, ( R )‐3‐(1‐hydroxyethyl)phenol was obtained with ee?=?99% and ( S )‐( ? )‐3‐(1‐acetoxyethyl)phenol with ee?=?98% at optimal conversion (c?=?50%) and high selectivity (E?>?200). Two other deacylation reactions were compared: alcoholysis with MeOH and with NEt <sub>3</sub> . The acylation of 3‐(1‐hydroxyethyl)phenol with vinyl acetate was also examined. Alkaline hydrolysis gave the best results, while good regioselectivity and enantioselectivity were observed in alcoholysis and acylation reactions. Finally, ( S )‐ and ( R )‐3‐(1‐hydroxyethyl)phenol (ee?>?98%), key intermediates for the synthesis of important drugs, were prepared from the corresponding racemic diacetate through alkaline hydrolysis. </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”>抽象</ title> >在本文中,我们描述了几种使用来自念珠菌南极洲的固定化脂肪酶的途径< / i> B( Cal-B </ I>)作为生物催化剂,以容易地制备3-(1-羟乙基)苯酚的映体。在温和条件下,我们在有机培养基中用Na <sub> 2 </ sub> Co <sub> 3 </ sub>施用水解。反应参数溶剂效应,脂肪酶的量和Na <sub> 2 - 用3-(1-乙酰氧基乙基)乙酸乙酯作为底物检查。在碱性水解中,用eeα=α=α=β=β= 99%和( s </ i>) - (β< / i>)-3-(1-乙酰氧基乙基)苯酚与EE?=Δ= 98%在最佳转化(C?= 50%)和高选择性(E?>?200)。比较了另外两种脱酰化反应:用MeOH和Net <Sub> 3 </ sub>醇解。还检查了3-(1-羟乙基)酚与乙酸乙烯酯的酰化。碱性水解得到了最佳效果,而在醇解和酰化反应中观察到良好的区域选择性和对映选择性。最后,( s </ i>) - ( r℃)-3-(1-羟基乙基)苯酚(ee?>Δ98%),关键中间体用于合成重要药物,通过碱性水解从相应的外消旋糖酸盐制备。 </ 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12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=Braia Nabila&option=202" target="_blank" rel="nofollow">Braia Nabila;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Merabet‐Khelassi Mounia&option=202" target="_blank" rel="nofollow">Merabet‐Khelassi Mounia;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Aribi‐Zouioueche Louisa&option=202" target="_blank" rel="nofollow">Aribi‐Zouioueche Louisa;</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>Ecocompatible Asymmetric Catalysis Laboratory (LCAE) Department of ChemistryBadji Mokhtar University—AnnabaAnnaba Algeria;</p> <p>Ecocompatible Asymmetric Catalysis Laboratory (LCAE) Department of ChemistryBadji Mokhtar University—AnnabaAnnaba Algeria;</p> <p>Ecocompatible Asymmetric Catalysis Laboratory (LCAE) Department of ChemistryBadji Mokhtar University—AnnabaAnnaba Algeria;</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=alkaline hydrolysis&option=203" rel="nofollow">alkaline hydrolysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Candida antarctica Lipase B&option=203" rel="nofollow">Candida antarctica Lipase B;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=carbonate salts&option=203" rel="nofollow">carbonate salts;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=diol&option=203" rel="nofollow">diol;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=enzymatic resolution&option=203" rel="nofollow">enzymatic resolution;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=nonaqueous media&option=203" rel="nofollow">nonaqueous media;</a> </p> <div class="translation"> 机译:碱性水解;念珠菌抗原脂肪酶B;碳酸盐;二醇;酶分辨率;非水介质; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704022113663.html">Efficient access to both enantiomers of 3‐(1‐hydroxyethyl)phenol by regioselective and enantioselective <fc > <fi>CAL‐B</fi> 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href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=杨丰玉&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,杨丰玉</a> <span> <a href="/journal-cn-8907/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 计算机系统应用 </a> </span> <span> . 2017</span><span>,第005期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-13721_thesis/02022967874.html">6×25Fi+FC钢丝绳用钢丝直径比的计算</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=曹玉德&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 曹玉德</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=武岳&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,武岳</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=董翠兰&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,董翠兰</a> <span> <a href="/conference-cn-13721/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 全国金属制品信息网第22届年会 </a> <span> <span> . 2010</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061204321322.html">一种基于广电HFC网络的Wi-Fi实名认证方法</a> <b>[P]</b> . <span> 中国专利: CN108173848B </span> <span> . 2021.04.02</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061202960866.html">使用NFC的WI-FI直连服务方法及其设备</a> <b>[P]</b> . <span> 中国专利: CN104956761B </span> <span> . 2018.08.10</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130415061255.html">wi fi: concept, technical process to bring the consultation of a news video, among others, in a wireless ad stokees pasconcept technical process to bring the consultation of a news video of a bridge stokees access before a connexi we have internet access wi-fi.serelle mode before a connection mode wi fi internet.</a> <b>[P]</b> . <span> 外国专利: <!-- --> MA20150323A1 </span> <span> . 2015-10-30</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:Wi-Fi:在无线广告中提供咨询新闻视频的概念,技术过程,以及在通过互联网访问之前,在桥梁中进行咨询的视频过程。无线网络连接模式之前的.serelle模式。 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130403530795.html">The innovation lies in the ability of the AC-powered Wi-fi Doorbell Chime to replace an always on connectivity between the DC-Powered Doorbell and an internet router connection with a very low energy sub-GHZ connectivity. The AC-Powered Chime also includes an Edge computer to provide local Artificial Intelligence, Video Processing and Data Analytics. This replaces the wi-fi doorbell or cloud-based video processing - thereby increasing the performance amp; speed of the wi-fi doorbell system.</a> <b>[P]</b> . <span> 外国专利: <!-- --> AU2019100762A4 </span> <span> . 2019-08-15</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:创新之处在于交流供电的Wi-fi门铃能够以非常低的能量低于GHZ的连接取代直流供电的门铃和互联网路由器之间的始终保持连接。 AC供电的Chime还包括Edge计算机,可提供本地人工智能,视频处理和数据分析。这取代了wi-fi门铃或基于云的视频处理-从而提高了wi-fi门铃系统的性能和速度。 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130403042823.html">METHOD OF IDENTIFYING USERS WI-FI NETWORKS AND HARDWARE-SOFTWARE SYSTEM FOR CONTROL OF ACCESS TO THE INTERNET OF WI-FI NETWORK USERS THROUGH A DIRECT TELEPHONE CALL</a> <b>[P]</b> . <span> 外国专利: <!-- 俄罗斯专利: --> RU2687221C2 </span> <span> . 2019-05-07</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:通过直接电话呼叫识别wi-fi网络和硬件软件系统以控制wi-fi网络用户访问互联网的方法 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div id="thesis_get_original1" class="downloadBth" style="bottom: 19px;z-index: 999;" onclick="ywcd('0704022113663','4',7,2,1,'',this,24)" class="delivery" prompt="010401" title="通过人工服务将文献原文发送至邮箱" >获取原文</div> <div class="journalsub-pop-up" style="display: none"> <div class="journal-sub"> <h2>期刊订阅</h2> <img src="https://cdn.zhangqiaokeyan.com/img/loginclose.png" alt="" onclick="$('.journalsub-pop-up').hide()"> <p class="pardon">抱歉,该期刊暂不可订阅,敬请期待!</p> <p 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