3-(4-Hydroxy-3-methoxy-phenyl)-propionic acid propyl ester | 4624-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(4-Hydroxy-3-methoxy-phenyl)-propionic acid propyl ester
• 英文别名: Propyl dihydroferulate；propyl 3-(4-hydroxy-3-methoxyphenyl)propanoate
• CAS: 4624-23-1
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: SPWKTSDNFHMAMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  阿魏酸 在 palladium dichloride 盐酸 、 sodium hydroxide 作用下， 反应 12.0h， 生成 3-(4-Hydroxy-3-methoxy-phenyl)-propionic acid propyl ester
  参考文献：
  名称：

  Fungicidal Activities of Dihydroferulic Acid Alkyl Ester Analogues

  摘要：

  The natural product dihydroferulic acid (DFA, 1) and the synthesized DFA methyl (4a), ethyl (4b), propyl (4c), hexyl (4d), octyl (4e), and decyl (4f) esters were examined for antifungal activity. Test fungi included Saccharomyces cerevisiae (wild type, and deletion mutants slt2 Delta and bck1 Delta), Aspergillus fumigatus, and A. flavus. Growth inhibition of S. cerevisiae treated with 5 mM DFA or the corresponding esters was 4a, 4b, and 4c > 98%; 4d 18.8%; 1 6.4%; 4e 6.2%; and 4f 2.8%, relative to the control. The 50% minimum inhibitory concentrations for the more active propyl, methyl, and ethyl esters were 1.5, 2.1, and 4.0 mM, respectively. Compound 4c inhibited 100% growth of both aspergilli at 6.4 mM.

  DOI：

  10.1021/np0606345

文献信息

• Catalytic activation of unstrained C(aryl)–C(aryl) bonds in 2,2′-biphenols
  作者：Jun Zhu、Jianchun Wang、Guangbin Dong

  DOI：10.1038/s41557-018-0157-x

  日期：2019.1

  install phosphinites as a recyclable directing group. Using hydrogen gas as the reductant, monophenols are obtained with a low catalyst loading and high functional group tolerance. This approach is also applied to the synthesis of 2,3,4-trisubstituted phenols. A further mechanistic study suggests that the C–C activation step is mediated by a rhodium(i) monohydride species. Finally, a preliminary study on

  过渡金属催化已成为C–C活化的重要手段，可以进行温和的选择性转化。但是，当前可以激活的C–C键的范围主要限于高应变系统或极性更大的C–C键。相比之下，非极性和未应变的C–C部分的催化活化仍未解决。在这里，我们报告了一种催化方法，用于催化2,2'-双酚中未应变的C（芳基）–C（芳基）键的活化。关键是利用苯酚部分作为手柄来安装次膦酸酯作为可循环的导向基团。使用氢气作为还原剂，可以获得具有低催化剂负载量和高官能团耐受性的单酚。该方法也适用于2,3,4-三取代的苯酚的合成。i）一氢化物种类。最后，说明了在木质素模型中破坏惰性双酚部分的初步研究。
• LIGNIN CONVERSION TO PHENOLIC MOLECULES USING TRANSITION METAL CATALYSTS
  申请人：Spero Renewables, LLC

  公开号：EP3717496A1

  公开（公告）日：2020-10-07
• [EN] SHAPE MEMORY POLYMER BASED ON POLY(HYDROXYALKANOATES)<br/>[FR] POLYMERE A MEMOIRE DE FORME A BASE DE POLY(HYDROXYALCANOATES)
  申请人：INST DES SCIENCES ET INDUSTRIES DU VIVANT ET DE L'ENVIRONNEMENT - AGROPARISTECH

  公开号：WO2020165075A1

  公开（公告）日：2020-08-20

  L'invention a trait au domaine des polymères à mémoire de forme. Plus particulièrement, l'invention concerne des polymères à base de poly(hydroxyalcanoates)(PHA) et de copolymères aux propriétés élastomères améliorées. Ils sont utilisés comme matériau de protection, de renfort, d'habillage ou d'embellissement possédant des propriétés mécaniques permettant une substitution aux matériaux à base de polymères techniques tels que les PVC plastifiés et les polyoléfines.
• Fungicidal Activities of Dihydroferulic Acid Alkyl Ester Analogues
  作者：John J. Beck、Jong H. Kim、Bruce C. Campbell、Shen-Chieh Chou

  DOI：10.1021/np0606345

  日期：2007.5.25

  The natural product dihydroferulic acid (DFA, 1) and the synthesized DFA methyl (4a), ethyl (4b), propyl (4c), hexyl (4d), octyl (4e), and decyl (4f) esters were examined for antifungal activity. Test fungi included Saccharomyces cerevisiae (wild type, and deletion mutants slt2 Delta and bck1 Delta), Aspergillus fumigatus, and A. flavus. Growth inhibition of S. cerevisiae treated with 5 mM DFA or the corresponding esters was 4a, 4b, and 4c > 98%; 4d 18.8%; 1 6.4%; 4e 6.2%; and 4f 2.8%, relative to the control. The 50% minimum inhibitory concentrations for the more active propyl, methyl, and ethyl esters were 1.5, 2.1, and 4.0 mM, respectively. Compound 4c inhibited 100% growth of both aspergilli at 6.4 mM.