ethyl 3-(3-formyl-4-hydroxyphenyl)prop-2-enoate | 269060-13-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl 3-(3-formyl-4-hydroxyphenyl)prop-2-enoate
• 英文别名: (E)-ethyl 3-(3-formyl-4-hydroxyphenyl)acrylate；Ethyl (E)-3-(3-formyl-4-hydroxy-phenyl)prop-2-enoate；ethyl (E)-3-(3-formyl-4-hydroxyphenyl)prop-2-enoate
• CAS: 269060-13-1
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: PXQTXTMGVPKEQV-GQCTYLIASA-N

物化性质

• 沸点：
  345.0±32.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-(3-formyl-4-hydroxyphenyl)prop-2-enoate 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到4-羟基间苯二甲醛
  参考文献：
  名称：

  An Efficient and Convenient Synthesis of 5-Formylsalicylaldehyde

  摘要：

  5-Formylsalicylaldehyde 1, which is a key intermediate of spiropyran dye and a recently developed insulin sensitivity enhancer (ISE) compounds, was prepared from 5-iodosalicylaldehyde by the palladium-catalyzed coupling reaction with ethyl acrylate followed by ozonolysis in high overall yield (92%).

  DOI：

  10.1080/00397910008087117
• 作为产物：
  描述：

  5-碘水杨醛 、 丙烯酸乙酯 在 palladium diacetate 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以97%的产率得到ethyl 3-(3-formyl-4-hydroxyphenyl)prop-2-enoate
  参考文献：
  名称：

  An Efficient and Convenient Synthesis of 5-Formylsalicylaldehyde

  摘要：

  5-Formylsalicylaldehyde 1, which is a key intermediate of spiropyran dye and a recently developed insulin sensitivity enhancer (ISE) compounds, was prepared from 5-iodosalicylaldehyde by the palladium-catalyzed coupling reaction with ethyl acrylate followed by ozonolysis in high overall yield (92%).

  DOI：

  10.1080/00397910008087117

文献信息

• MONOMERS CAPABLE OF DIMERIZING IN AN AQUEOUS SOLUTION, AND METHODS OF USING SAME
  申请人：Barany Francis

  公开号：US20140194383A1

  公开（公告）日：2014-07-10

  Described herein are monomers capable of forming a biologically useful multimer when in contact with one, two, three or more other monomers in an aqueous media. In one aspect, such monomers may be capable of binding to another monomer in an aqueous media (e.g. in vivo) to form a multimer, (e.g. a dimer). Contemplated monomers may include a ligand moiety, a linker element, and a connector element that joins the ligand moiety and the linker element. In an aqueous media, such contemplated monomers may join together via each linker element and may thus be capable of modulating one or more biomolecules substantially simultaneously, e.g., modulate two or more binding domains on a protein or on different proteins.

  本发明描述了在水中介质中与一个、两个、三个或更多其他单体接触时能够形成具有生物学用途的多聚体的单体。在一方面，这样的单体可能能够在水介质中（例如，体内）与另一个单体结合形成多聚体（例如，二聚体）。考虑的单体可能包括一个配体部分、一个连接元素和一个连接器元素，连接器元素连接配体部分和连接元素。在水介质中，这样的考虑单体可能通过每个连接元素相互连接，因此可能能够实质上同时调节一个或多个生物分子，例如，调节蛋白质上的两个或多个结合域，或者调节不同蛋白质上的结合域。
• Chemoselective Reduction of Aldehydes using Decaborane in Aqueous Solution
  作者：Seung Hwan Lee、Mi Hye Nam、Min Young Cho、Byung Woo Yoo、Hak June Rhee、Cheol Min Yoon

  DOI：10.1080/00397910600781224

  日期：2006.8.1

  Abstract Reduction of aldehydes using decaborane (B10H14) in an aqueous solution gave the corresponding alcohol chemoselectively in good to high yields.

  摘要 在水溶液中使用癸硼烷 (B10H14) 还原醛类，以良好或高产率化学选择性地得到相应的醇。
• Ru(II)-Catalyzed Decarbonylative Alkylation and Annulations of Benzaldehydes with Iodonium Ylides under Chelation Assistance
  作者：Xiang Li、Yang Shen、Guodong Zhang、Xin Zheng、Qing Zhao、Zihe Song

  DOI：10.1021/acs.orglett.2c01843

  日期：2022.7.29

  A Ru(II)-catalyzed decarbonylative alkylation and annulation of salicylaldehydes and 2-aminobenzaldehydes with iodonium ylides has been developed for the synthesis of dibenzo[b,d]furans and NH-free carbazolones. The reaction proceeds smoothly under mild conditions with a low catalyst loading and a broad substrate compatibility. Notably, hydroxy and free amino groups were demonstrated to be the effective

  已经开发了 Ru(II) 催化的水杨醛和 2-氨基苯甲醛与碘鎓叶立德的脱羰烷基化和环化，用于合成二苯并[ b,d ]呋喃和不含 NH 的咔唑酮。该反应在温和条件下顺利进行，催化剂负载量低，底物相容性广。值得注意的是，羟基和游离氨基被证明是有效的导向基团，能够在廉价的 Ru(II) 催化剂下成功地激活醛 C-H 键以及随后的脱羰和环化。
• An Efficient and Convenient Synthesis of 5-Formylsalicylaldehyde
  作者：Seung Hwan Lee、Young Jin Cho、Jong Woo Bae、Cheol Min Yoon

  DOI：10.1080/00397910008087117

  日期：2000.3

  5-Formylsalicylaldehyde 1, which is a key intermediate of spiropyran dye and a recently developed insulin sensitivity enhancer (ISE) compounds, was prepared from 5-iodosalicylaldehyde by the palladium-catalyzed coupling reaction with ethyl acrylate followed by ozonolysis in high overall yield (92%).