2-(2,4-dihydroxyphenyl)-5-(3-hydroxypropenyl)-7-methoxybenzofuran | 1356476-66-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 2-(2,4-dihydroxyphenyl)-5-(3-hydroxypropenyl)-7-methoxybenzofuran
• 英文别名: 4-[5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-1-benzofuran-2-yl]benzene-1,3-diol
• CAS: 1356476-66-8
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: UMYDWPLOAWWVHP-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83.1
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-碘香兰素 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.5h， 生成 2-(2,4-dihydroxyphenyl)-5-(3-hydroxypropenyl)-7-methoxybenzofuran
  参考文献：
  名称：

  Ailanthoidol Derivatives and their Anti-inflammatory Effects

  摘要：

  Ailanthoidol在之前的实验中表现出强烈的抗炎效果。使用Sonogashira耦合、碘诱导环化和Wittig反应合成了Ailanthoidol衍生物，用于抗炎测试。对制备的Ailanthoidol衍生物的抗炎效果在脂多糖（LPS）刺激的RAW 264-7巨噬细胞中进行了检查。结果显示，某些Ailanthoidol衍生物显著抑制了炎症介质一氧化氮的产生。

  DOI：

  10.5012/bkcs.2012.33.6.1907

文献信息

• APPARATUS AND METHODS FOR THE AUTOMATED SYNTHESIS OF SMALL MOLECULES
  申请人：The Board of Trustees of the University of Illinois

  公开号：EP2596000B1

  公开（公告）日：2016-04-20
• Apparatus and Methods for the Automated Synthesis of Small Molecules
  申请人：Burke Martin D.

  公开号：US20130243670A1

  公开（公告）日：2013-09-19

  Provided are methods for purifying N-methyliminodiacetic acid (MIDA) boronates from solution. Also provided are methods for deprotection of boronic acids from their MIDA ligands. The purification and deprotection methods can be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chemical compounds of interest. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated synthesis of small molecules using iterative cycles of deprotection, coupling, and purification in accordance with methods of the invention. Coupling and other reactions embraced by the invention include, without limitation, Suzuki-Miyaura coupling, oxidation, Swern oxidation, “Jones reagents” oxidation, reduction, Evans' aldol reaction, HWE olefination, Takai olefination, alcohol silylation, desilylation, p-methoxybenzylation, iodination, Negishi cross-coupling, Heck coupling, Miyaura borylation, Stille coupling, and Sonogashira coupling.
• US9238597B2
  申请人：——

  公开号：US9238597B2

  公开（公告）日：2016-01-19
• Ailanthoidol Derivatives and their Anti-inflammatory Effects
  作者：Na-Li Lee、Jae-Jun Lee、Jin-Kyung Kim、Jong-Gab Jun

  DOI：10.5012/bkcs.2012.33.6.1907

  日期：2012.6.20

  Ailanthoidol showed a strong $anti$-inflammatory effect in a previous result. Ailanthoidol derivatives were prepared for the $anti$-inflammatory test using Sonogashira coupling, iodine induced cyclization and Wittig reaction. $Anti$-inflammatory effects of the prepared ailanthoidol derivatives were examined in lipopolysaccharide (LPS)-stimulated RAW 264-7 macrophages. The results showed that some ailanthoidol derivatives inhibited significantly the production of inflammatory mediator nitric oxide.

  Ailanthoidol在之前的实验中表现出强烈的抗炎效果。使用Sonogashira耦合、碘诱导环化和Wittig反应合成了Ailanthoidol衍生物，用于抗炎测试。对制备的Ailanthoidol衍生物的抗炎效果在脂多糖（LPS）刺激的RAW 264-7巨噬细胞中进行了检查。结果显示，某些Ailanthoidol衍生物显著抑制了炎症介质一氧化氮的产生。