3,5-dipropoxy-4-hydroxybenzaldehyde | 257641-03-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-dipropoxy-4-hydroxybenzaldehyde
• 英文别名: 4-Hydroxy-3,5-dipropoxybenzaldehyde；4-hydroxy-3,5-dipropoxybenzaldehyde
• CAS: 257641-03-5
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: XZLYUSWWCJFGIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 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

• 作为反应物：
  描述：

  丙二酸 、 3,5-dipropoxy-4-hydroxybenzaldehyde 在 哌啶 作用下， 生成 3-(4-hydroxy-3,5-dipropoxy-phenyl)-acrylic acid
  参考文献：
  名称：

  Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides

  摘要：

  A series of 3,5-dialkoxy-4-hydroxycinnamamides 6 and 7 was synthesized, and their antioxidant activity was assessed using the thiobarbituric acid reactive substance (TBARS) assay. Interestingly, cinnamamides with longer alkoxy groups on the C-3 and C-5 positions display enhanced inhibition, and most of the compounds in the series tested exhibit excellent lipid peroxidation inhibitory activities. Some cinamamides bearing hexyloxy or 2,6-di-tert-butyl-4-methyl phenol groups have submicromolar inhibitory activities. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.061
• 作为产物：
  描述：

  在 pyridinium chlorochromate 作用下， 生成 3,5-dipropoxy-4-hydroxybenzaldehyde
  参考文献：
  名称：

  Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides

  摘要：

  A series of 3,5-dialkoxy-4-hydroxycinnamamides 6 and 7 was synthesized, and their antioxidant activity was assessed using the thiobarbituric acid reactive substance (TBARS) assay. Interestingly, cinnamamides with longer alkoxy groups on the C-3 and C-5 positions display enhanced inhibition, and most of the compounds in the series tested exhibit excellent lipid peroxidation inhibitory activities. Some cinamamides bearing hexyloxy or 2,6-di-tert-butyl-4-methyl phenol groups have submicromolar inhibitory activities. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.061

文献信息

• Environmentally Friendly and Highly Efficient Co(OAc)₂-Catalyzed Aerobic Oxidation to Access 2,6-Di-Electron-Donating Group Substituted 4-Hydroxybenzaldehydes
  作者：Jian-An Jiang、Jia-Lei Du、Zhong-Nan Zhang、Jiao-Jiao Zhai、Ya-Fei Ji

  DOI：10.1080/00397911.2013.813052

  日期：2014.5.19

  developed for selectively preparing a series of valuable 2,6-dialkyl-, dialkoxyl-, and alkoxylalkyl-substituted 4-hydroxybenzaldehydes from corresponding 4-cresols in good to excellent yields, using a catalytic system of Co(OAc)2 · 4H2O (1.0 mol%)–NaOH (1.0 equiv)–O2 (1.0 atm) in aqueous ethylene glycol (EG/H2O = 20/1, v/v) at 50 °C. Furthermore, a plausible mechanism was proposed for the direct oxyfunctionalization

  摘要 开发了一种高效、绿色的好氧氧化，用于从相应的 4-甲酚中选择性地制备一系列有价值的 2,6-二烷基-、二烷氧基-和烷氧基烷基-取代的 4-羟基苯甲醛，使用催化系统。 Co(OAc)2 · 4 (1.0 mol%)–NaOH (1.0 equiv)–O2 (1.0 atm) 在乙二醇水溶液 (EG/H2O = 20/1, v/v) 中的浓度为 50 °C。此外，提出了一种将芳香甲基直接氧基官能化为醛基的合理机制。图形概要
• Cu(OAc)₂-catalyzed remote benzylic C(sp³)–H oxyfunctionalization for CO formation directed by the hindered para-hydroxyl group with ambient air as the terminal oxidant under ligand- and additive-free conditions
  作者：Jian-An Jiang、Cheng Chen、Jian-Gang Huang、Hong-Wei Liu、Song Cao、Ya-Fei Ji

  DOI：10.1039/c3gc41946k

  日期：——

  A hindered para-hydroxyl group-directed remote benzylic C(sp3)–H oxyfunctionalization has been developed for the straightforward transformation of 2,6-disubstituted 4-cresols, 4-alkylphenols, 4-hydroxybenzyl alcohols and 4-hydroxybenzyl alkyl ethers into various aromatic carbonyl compounds. The ligand- and additive-free Cu(OAc)2-catalyzed atmospheric oxidation mediated by ethylene glycol unlocks a

  已经开发了一种受阻的对羟基定向的远程苄基C（sp 3）–H氧官能团，用于将2,6-二取代的4-甲酚，4-烷基苯酚，4-羟基苄醇和4-羟基苄基烷基醚直接转化为各种芳族羰基化合物。由乙二醇介导的无配体和无添加剂的Cu（OAc）2催化的大气氧化作用，可以使伯苄基和仲苄基官能化，形成简便，原子经济且对环境无害的C O形成。由于4-羟基苯甲醛和4-羟基苯酮的药物重要性，因此该方法对于基础研究和实际应用均具有重要价值。