1,2-gis(4-methoxyphenyl)pent-4-ene-1,2-diol | 1100329-71-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-gis(4-methoxyphenyl)pent-4-ene-1,2-diol
• 英文别名: 1,2-Bis(4-methoxyphenyl)pent-4-ene-1,2-diol；1,2-bis(4-methoxyphenyl)pent-4-ene-1,2-diol
• CAS: 1100329-71-2
• 化学式: C₁₉H₂₂O₄
• 分子量: 314.381
• InChiKey: PXGJCMGHZHLUGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  1,2-gis(4-methoxyphenyl)pent-4-ene-1,2-diol 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 生成 (2RS,3SR,5RS)-5-hydroxymethyl-2,3-bis(4-methoxyphenyl)-tetrahydrofuran-3-ol
  参考文献：
  名称：

  2,3,5-Substituted tetrahydrofurans: COX-2 inhibitory activities of 5-hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols

  摘要：

  5-Hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols have been investigated for their COX-1 and COX-2 inhibitory activities. Compounds 17, 18 and 20 have been identified as showing appreciable COX-2 inhibition and selectivity. The group present at C-5 of tetrahydrofuran and the substituents at the two phenyl rings, through their interactions with active site amino acid residues, significantly affect the activities of these molecules. The quantitative structure-activity relationship studies indicate the role of log P, TPSA, molecular connectivity and valence connectivity towards the activities of these molecules. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.12.017
• 作为产物：
  描述：

  茴香偶姻 、 烯丙基溴化镁 以 四氢呋喃 为溶剂， 反应 12.0h， 以97%的产率得到1,2-gis(4-methoxyphenyl)pent-4-ene-1,2-diol
  参考文献：
  名称：

  使用辻-Wacker 型环化可随时获取密集取代的呋喃

  摘要：

  已经开发了一种由 Pd(II) 和 Cu(II) 氯化物催化构建高度取代的呋喃的有效方法。该方法以统一的策略提供了从相应二醇中以相对温和的条件轻松获得二、三和四取代呋喃的方法。所开发的方法已经成功地用超过 25 种底物进行了测试，从而产生了多种取代模式的呋喃，分离产率高达 84%。

  DOI：

  10.1021/acs.joc.1c02567

文献信息

• Ready Access to Densely Substituted Furans Using Tsuji–Wacker-Type Cyclization
  作者：Dattatraya P. Masal、Rahul Choudhury、Aman Singh、D. Srinivasa Reddy

  DOI：10.1021/acs.joc.1c02567

  日期：2022.1.7

  construction of highly substituted furans catalyzed by Pd(II) and Cu(II) chloride has been developed. The method provides easy access to di-, tri-, and tetrasubstituted furans from corresponding diols with relatively mild conditions in a unified strategy. The developed method has been successfully tested with more than 25 substrates, which resulted in furans of multiple substitution patterns with up to

  已经开发了一种由 Pd(II) 和 Cu(II) 氯化物催化构建高度取代的呋喃的有效方法。该方法以统一的策略提供了从相应二醇中以相对温和的条件轻松获得二、三和四取代呋喃的方法。所开发的方法已经成功地用超过 25 种底物进行了测试，从而产生了多种取代模式的呋喃，分离产率高达 84%。
• 2,3,5-Substituted tetrahydrofurans: COX-2 inhibitory activities of 5-hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols
  作者：Palwinder Singh、Anu Mittal、Satwinderjeet Kaur、Subodh Kumar

  DOI：10.1016/j.ejmech.2007.12.017

  日期：2008.12

  5-Hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols have been investigated for their COX-1 and COX-2 inhibitory activities. Compounds 17, 18 and 20 have been identified as showing appreciable COX-2 inhibition and selectivity. The group present at C-5 of tetrahydrofuran and the substituents at the two phenyl rings, through their interactions with active site amino acid residues, significantly affect the activities of these molecules. The quantitative structure-activity relationship studies indicate the role of log P, TPSA, molecular connectivity and valence connectivity towards the activities of these molecules. (C) 2007 Elsevier Masson SAS. All rights reserved.