3,4,5-trimethoxyphenyllithium | 81952-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4,5-trimethoxyphenyllithium
• CAS: 81952-68-3
• 化学式: C₉H₁₁LiO₃
• 分子量: 174.126
• InChiKey: XEEPRASPKQDPNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4,5-trimethoxyphenyllithium 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 为溶剂， 反应 4.17h， 生成 6-Diphenylphosphanyl-2,3,4-trimethoxy-benzoic acid
  参考文献：
  名称：

  Doorn, J. A. van; Frijns, J. H. G.; Meijboom, N., Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 62, # 14, p. 155 - 161

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-3,4,5-三甲氧基苯 在 叔丁基锂 作用下， 以 various solvent(s) 为溶剂， 反应 0.25h， 生成 3,4,5-trimethoxyphenyllithium
  参考文献：
  名称：

  Total Synthesis of Eupomatilones 4 and 6:  Structurally Rearranged and Atropisomerically Fluxional Lignan Natural Products

  摘要：

  A convergent and diastereocontrolled total synthesis of eupomatilones 4 and 6 is reported and was based on a diastereoselective hydroboration/oxidation sequence and a convergent Lipshutz biarylcuprate cross-coupling reaction. The structure of eupomatilone 6 is revised.

  DOI：

  10.1021/ol048333e

文献信息

• Tubulin binding ligands and corresponding prodrug constructs
  申请人：——

  公开号：US20020055643A1

  公开（公告）日：2002-05-09

  A diverse set of tubulin binding ligands have been discovered which are structurally characterized, in a general sense, by a semi-rigid molecular framework capable of maintaining aryl-aryl, pseudo pi stacking distances appropriate for molecular recognition of tubulin. In phenolic or amino form, these ligands may be further functionalized to prepare phosphate esters, phosphate salts, and phosphoramidates capable of demonstrating selective targeting and destruction of tumor cell vasculature.

  已发现了一系列多样化的微管蛋白结合配体，这些配体在一般意义上的结构特征是具有半刚性分子框架，能够保持适合于微管蛋白分子识别的芳基-芳基、伪π-π堆积距离。在酚醛或氨基形式中，这些配体可以进一步功能化，制备磷酸酯、磷酸盐和磷酰胺酯，能够表现出对肿瘤细胞血管特异性靶向和破坏的能力。
• Highly Functionalized and Potent Antiviral Cyclopentane Derivatives Formed by a Tandem Process Consisting of Organometallic, Transition-Metal-Catalyzed, and Radical Reaction Steps
  作者：Pratap R. Jagtap、Leigh Ford、Elmar Deister、Radek Pohl、Ivana Císařová、Jan Hodek、Jan Weber、Richard Mackman、Gina Bahador、Ullrich Jahn

  DOI：10.1002/chem.201402595

  日期：2014.8.11

  A simple modular tandem approach to multiply substituted cyclopentane derivatives is reported, which succeeds by joining organometallic addition, conjugate addition, radical cyclization, and oxygenation steps. The key steps enabling this tandem process are the thus far rarely used isomerization of allylic alkoxides to enolates and single‐electron transfer to merge the organometallic step with the radical

  报道了一种简单的模块化串联方法来多重取代的环戊烷衍生物，该方法通过加入有机金属加成，共轭加成，自由基环化和氧合步骤而成功。实现这种串联过程的关键步骤是迄今很少使用的烯丙基醇盐异构化为烯醇化物和单电子转移以将有机金属步骤与自由基和氧合化学结合在一起。多种电子对比反应性中间体的受控产品组合使人们能够从非常简单且容易获得的商品前体中广泛获得高度官能化的环戊烷衍生物。筛选了合成化合物的抗病毒活性，许多化合物显示出对丙型肝炎病毒和登革热病毒的有效活性。
• Efficient Method for Preparing Functionalized Benzosuberenes
  申请人：Pinney Kevin G.

  公开号：US20120130129A1

  公开（公告）日：2012-05-24

  The disclosed process can efficiently synthesize functionalized benzosuberenes. The process provides an improved method of production of benzosuberene and compounds containing a benzosuberene moiety, which is characterized by a ring closing methodology comprising reaction of a 5-phenylpentanoic acid with Eaton's reagent to form the benzosuberone. The process, optionally, further includes steps for adding a functional group at the ketone position.

  揭示的过程可以高效合成官能化苯并戊二烯。该过程提供了一种改进的苯并戊二烯及含有苯并戊二烯基团的化合物的生产方法，其特点是通过将5-苯基戊酸与伊顿试剂反应形成苯并苯酮的环合方法。该过程还可以包括在酮位置添加官能团的步骤。
• [EN] COMPOUNDS FOR TREATMENT OF CANCER<br/>[FR] COMPOSÉS DESTINÉS AU TRAITEMENT DU CANCER
  申请人：GTX INC

  公开号：WO2011109059A1

  公开（公告）日：2011-09-09

  The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.

  本发明涉及具有抗癌活性的新化合物，制备这些化合物的方法，以及它们用于治疗癌症和耐药肿瘤的用途，例如黑色素瘤、转移性黑色素瘤、耐药黑色素瘤、前列腺癌和耐药前列腺癌。
• 6-endo-dig Cycloisomerization of N-Propargyl Aminoquinoxalines: A New Route to 1,4,8-Triazaphenanthrenes
  作者：Sara Vallerotto、Gael Douaron、Guillaume Bernadat、Laurent Ferrié、Bruno Figadère

  DOI：10.1055/s-0035-1562443

  日期：2016.10

  We report the preparation of novel 1,4,8-triazaphenanthrenes and show that the target compounds are efficiently obtained from the corresponding 6-aminoquinoxalines after N-propargylation followed by copper-catalyzed 6-endo-dig cycloisomerization and aromatization. The cyclization was found to be completely regioselective.

  我们报告了新型1,4,8-三氮杂菲的制备，并表明目标化合物可以通过相应的6-氨基喹啉经过N-丙炔基化，接着进行铜催化的6-内环化和芳构化反应来高效获得。环化反应被发现是完全区域选择性的。