2-(1-羟基-乙基)-3,5-二甲氧基-苯酚 | 1026183-20-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-(1-羟基-乙基)-3,5-二甲氧基-苯酚
• 英文名称: 2-(1-hydroxyethyl)-3,5-dimethoxyphenol
• CAS: 1026183-20-9
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: XBIANTMWIIHPTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-羟基-乙基)-3,5-二甲氧基-苯酚 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 2-ethyl-3,5-dimethoxyphenol
  参考文献：
  名称：

  Regioselective synthesis and estrogenicity of (±)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins

  摘要：

  Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.04.010
• 作为产物：
  描述：

  2,4,6-三甲氧基苯甲醛 在 三溴化硼 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 2-(1-羟基-乙基)-3,5-二甲氧基-苯酚
  参考文献：
  名称：

  Regioselective synthesis and estrogenicity of (±)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins

  摘要：

  Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.04.010

文献信息

• An efficient approach for the synthesis of novel methyl sulfones in acetic acid medium and evaluation of antimicrobial activity
  作者：Gollapudi RAVI KUMAR、Chandra Rao DASIREDDY、Ravi VARALA、Vijay KOTRA、Hari Babu BOLLIKOLLA

  DOI：10.3906/kim-2003-10

  日期：——

  A series of nine methyl sulphones (3a–3i) starting from the aldehydes (1a–1i) were synthesized in two consecutive steps. In the first step, preparation of allyl alcohols (2a–2i) from their corresponding aldehydes by the reaction of sodium borohydride in methanol at room temperature is reported. Finally, methyl sulphones are synthesized by condensing sodium methyl sulfinates with allyl alcohols in the presence of BF3.Et2O in acetic acid medium at room temperature for about 2–3 h. The reaction conditions are simple, yields are high (85%–95%), and the products were obtained with good purity. All the synthesized compounds were characterized by their 1H, 13C NMR, and mass spectral analysis. All the title compounds were screened for antimicrobial activity. Among the compounds tested, the compound 3f has inhibited both Gram positive and Gram negative bacteria effectively and compound 3i has shown potent antifungal activity. These promising components may help to develop more potent drugs in the near future for the treatment of bacterial and fungal infections.

  以醛（1a-1i）为起点，通过两个连续步骤合成了一系列九种甲基砜（3a-3i）。第一步，在室温下通过硼氢化钠在甲醇中的反应从相应的醛制备烯丙基醇（2a-2i）。最后，在醋酸介质中，BF3.Et2O 存在下，室温下冷凝甲基亚磺酸钠与烯丙基醇，约 2-3 小时，合成甲基砜。反应条件简单，收率高（85%-95%），产物纯度好。所有合成化合物均通过 1H、13C NMR 和质谱分析进行了表征。对所有标题化合物进行了抗菌活性筛选。在测试的化合物中，化合物 3f 对革兰氏阳性菌和革兰氏阴性菌都有有效的抑制作用，而化合物 3i 则显示出强大的抗真菌活性。这些有前景的成分可能有助于在不久的将来开发出更多治疗细菌和真菌感染的特效药物。
• REDUCED SODIUM FOOD PRODUCTS
  申请人：GENERAL MILLS, INC.

  公开号：EP2954037B1

  公开（公告）日：2018-04-11
• Regioselective synthesis and estrogenicity of (±)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins
  作者：Frederik Roelens、Kevin Huvaere、Willem Dhooge、Marjan Van Cleemput、Frank Comhaire、Denis De Keukeleire

  DOI：10.1016/j.ejmech.2005.04.010

  日期：2005.10

  Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series. (c) 2005 Elsevier SAS. All rights reserved.