(E)-2-甲基-3-(2-噻吩基)-2-丙烯酸 | 102696-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: (E)-2-甲基-3-(2-噻吩基)-2-丙烯酸
• 英文名称: (E)-2-methyl-3-(thiophen-2-yl)acrylic acid
• 英文别名: 2-Methyl-3-(2-thienyl)acrylic acid；(E)-2-methyl-3-thiophen-2-ylprop-2-enoic acid
• CAS: 102696-69-5
• 化学式: C₈H₈O₂S
• 分子量: 168.216
• InChiKey: MOHSXXGDTJEXNH-AATRIKPKSA-N

物化性质

• 沸点：
  300.2±17.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-甲基-3-(2-噻吩基)-2-丙烯酸 在 正丁基锂 、 copper diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 反应 18.0h， 生成 (Z)-3-(2-methyl-3-(thiophen-2-yl)acryloyl)oxazolidin-2-one
  参考文献：
  名称：

  铜对极化烯烃的催化热力学异构化。

  摘要：

  报道了Cu（OAc）2 / rac -BINAP配合物在蓝光下催化α-和β-取代肉桂酸酯衍生物的反热力学异构化。恶唑烷酮模板的使用有利于铜催化剂与底物的络合，允许在简单而稳定的反应条件下以良好至优异的比率进行催化形成的生色团的E → Z异构化。还研究了基于生色团的瞬时形成的该过程的机理。

  DOI：

  10.1021/acs.orglett.0c02894
• 作为产物：
  描述：

  2-氯甲基噻吩 在 氢氧化钾 、 phosphate buffer 、 Nocardia diaphanozonaria JCM 3208 whole cells 、 硫酸 、 sodium ethanolate 作用下， 以 乙醇 、 水 为溶剂， 反应 104.5h， 生成 (E)-2-甲基-3-(2-噻吩基)-2-丙烯酸
  参考文献：
  名称：

  Microbial deracemization of α-substituted carboxylic acids: control of the reaction path

  摘要：

  A novel approach to preparing optically active alpha-substituted carboxylic acids using the whole cells of Nocardia diaphanozonaria JCM 3208 is described. When 2-phenylthiopropanoic acid and 2-methyl-3-phenylpropanoic acid were subjected to the reaction under aerobic conditions, the oxidation reaction proceeded preferentially rather than deracemization of these substrates. Herein, we report the design of reaction conditions to increase the deracemization activity in preference to oxidation reactions. In addition, we have successfully detected a metabolic intermediate in the reaction mixture of 2-methyl-3-plienylpropanoic acid, which indicates that the deracemization is a competitive reaction against the beta-oxidation pathway of fatty acid metabolism. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.06.049

文献信息

• Enantioselective Cobalt-Catalyzed Sequential Nazarov Cyclization/Electrophilic Fluorination: Access to Chiral α-Fluorocyclopentenones
  作者：Heyi Zhang、Biao Cheng、Zhan Lu

  DOI：10.1021/acs.orglett.8b01597

  日期：2018.7.6

  A newly designed thiazoline iminopyridine ligand for enantioselective cobalt-catalyzed sequential Nazarov cyclization/electrophilic fluorination was developed. Various chiral α-fluorocyclopentenones were prepared with good yields and diastereo- and enantioselectivities. Further derivatizations could be easily carried out to provide chiral cyclopentenols with three contiguous stereocenters. Furthermore

  开发了一种新设计的噻唑啉亚氨基吡啶配体，用于对映选择性钴催化的连续Nazarov环化/亲电氟化反应。制备了各种手性α-氟环戊烯酮，具有良好的产率以及非对映和对映选择性。可以容易地进行进一步的衍生化，以提供具有三个连续的立体中心的手性环戊烯醇。此外，氟化产物的直接脱酯可以提供手性α-单氟取代的环戊烯酮。
• TOUGH, HEALABLE COMPOSITES DISPLAYING STRESS RELAXATION AT THE RESIN-FILLER INTERFACE
  申请人：THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE

  公开号：US20210002469A1

  公开（公告）日：2021-01-07

  The present invention relates in part to compositions displaying stress relaxation at the polymer-filler interface. The adaptive interface (AI) formed by coupling moieties capable of dynamic covalent chemistry (DCC) within the polymer-filler interface promotes stress relaxation and yields tough, and healable composites.

  本发明部分涉及在聚合物-填料界面上显示应力松弛的组合物。通过在聚合物-填料界面内耦合能够进行动态共价化学（DCC）的偶联基而形成的自适应界面（AI），促进了应力松弛，并产生了坚韧且可愈合的复合材料。
• [EN] DENTAL COMPOSITES<br/>[FR] COMPOSITES DENTAIRES
  申请人：UNIV OREGON HEALTH & SCIENCE

  公开号：WO2015142886A1

  公开（公告）日：2015-09-24

  Disclosed herein are methacrylate compounds that can be used as components of dental composites. Also disclosed are dental composites comprising the compositions and thiourethane oligomers.

  本公开的是可以用作牙科复合材料组分的甲基丙烯酸酯化合物。还公开了包含这些组合物和硫脲醚低聚物的牙科复合材料。
• Thiourea-containing dendrimer and thiourea-containing hyperbranched polymer as well as preparation methods thereof and applications thereof
  申请人：ZHEJIANG UNIVERSITY

  公开号：US10072125B2

  公开（公告）日：2018-09-11

  The present invention discloses thiourea-containing dendrimers and thiourea-containing hyperbranched polymers, and respectively a preparation method for the thiourea-containing dendrimer and a preparation method for the thiourea-containing hyperbranched polymer, and a thiourea-containing dendrimer and a thiourea-containing hyperbranched polymer having increased water solubility prepared by using the thiourea-containing dendrimer and the thiourea-containing hyperbranched polymer as raw materials. Finally, disclosed are applications of the thiourea-containing dendrimers and the thiourea-containing hyperbranched polymers in the preparation of antitumor and antimicrobial drugs. The thiourea-containing dendrimer and the thiourea-containing hyperbranched polymer have a significant growth inhibitive effect on solid tumors and low toxicity to normal tissues, and thus can be used for preparing drugs for treating malignant tumors. The thiourea-containing dendrimer and the thiourea-containing hyperbranched polymer also have a good antimicrobial effect on various bacterial strains and thus can be used for preparing antiviral or antibacterial drugs.

  本发明揭示了含硫脲的树状聚合物和含硫脲的高支化聚合物，分别揭示了含硫脲的树状聚合物的制备方法和含硫脲的高支化聚合物的制备方法，以及使用含硫脲的树状聚合物和含硫脲的高支化聚合物作为原料制备的具有增加水溶性的含硫脲树状聚合物和含硫脲高支化聚合物。最后，揭示了含硫脲的树状聚合物和含硫脲的高支化聚合物在制备抗肿瘤和抗微生物药物方面的应用。含硫脲的树状聚合物和含硫脲的高支化聚合物对实体肿瘤具有显著的生长抑制作用，对正常组织毒性低，因此可用于制备治疗恶性肿瘤的药物。含硫脲的树状聚合物和含硫脲的高支化聚合物对各种细菌菌株具有良好的抗微生物作用，因此可用于制备抗病毒或抗菌药物。
• Enantioselective Synthesis of α-Chiral Amides by Catalytic Hydrogenation with Iridium N,P-Complexes
  作者：Bram B. C. Peters、Norman Birke、Pher G. Andersson、Luca Massaro

  DOI：10.1055/s-0042-1751399

  日期：——

  The catalytic asymmetric hydrogenation of olefins constitutes a powerful method for the preparation of chiral compounds. A series of prochiral unsaturated amides were efficiently reduced with high enantioselectivities by means of an iridium N,P-complex-catalyzed hydrogenation. Its application in the synthesis of fenpropidin and the possibility of using isomeric mixtures of starting materials are attractive

  烯烃的催化不对称氢化是制备手性化合物的有效方法。通过铱 N,P 络合物催化氢化，一系列前手性不饱和酰胺以高对映选择性有效还原。它在fenpropidin 合成中的应用以及使用起始原料的异构混合物的可能性是该方法的吸引人的特征。