methyl (2E)-3-(3,4-dimethoxyphenyl)-2-(6- methoxy-3-oxoprop-1-en-2-yl-2,3-dimethoxyphenyl)prop-2-enoate | 1065559-67-2

• 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: methyl (2E)-3-(3,4-dimethoxyphenyl)-2-(6- methoxy-3-oxoprop-1-en-2-yl-2,3-dimethoxyphenyl)prop-2-enoate
• 英文别名: methyl (2E)-3-(3,4-dimethoxyphenyl)-2-(6-methoxy-3-oxoprop-1-en-2-yl-2,3-dimethoxyphenyl)prop-2-enoate
• CAS: 1065559-67-2
• 化学式: C₂₃H₂₄O₈
• 分子量: 428.439
• InChiKey: BRVAOWHDFIPVSR-USFYMYEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  100.52
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (2E)-3-(3,4-dimethoxyphenyl)-2-(6- methoxy-3-oxoprop-1-en-2-yl-2,3-dimethoxyphenyl)prop-2-enoate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以60%的产率得到(E)-3-(2-((E)-1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxoprop-1-en-2-yl)-3,4-dihydroxyphenyl)acrylic acid
  参考文献：
  名称：

  Synthesis and antiviral properties of some polyphenols related to Salvia genus

  摘要：

  An efficient synthesis of the acid part of salvianolic acid E 2 is described. Compound 2 was obtained from vanillin in 10 steps and 21% overall yield. During the synthesis of 2 an unexpected 5-oxo-4b,9b-dihydroindano[1.2-b]benzofuran rac-12 was isolated. Both compounds together with the acid part of salvianolic acid D were active as HIV-1 integrase inhibitors at the submicromolar level. But they did not inhibit the replication of the virus on MIT-4 cells. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.063
• 作为产物：
  描述：

  丙二酸 、 methyl (2E)-3-(3,4-dimethoxyphenyl)-2-(6-formyl-2,3-dimethoxyphenyl)prop-2-enoate 在 哌啶 作用下， 以 吡啶 为溶剂， 反应 10.0h， 以90%的产率得到methyl (2E)-3-(3,4-dimethoxyphenyl)-2-(6- methoxy-3-oxoprop-1-en-2-yl-2,3-dimethoxyphenyl)prop-2-enoate
  参考文献：
  名称：

  Synthesis and antiviral properties of some polyphenols related to Salvia genus

  摘要：

  An efficient synthesis of the acid part of salvianolic acid E 2 is described. Compound 2 was obtained from vanillin in 10 steps and 21% overall yield. During the synthesis of 2 an unexpected 5-oxo-4b,9b-dihydroindano[1.2-b]benzofuran rac-12 was isolated. Both compounds together with the acid part of salvianolic acid D were active as HIV-1 integrase inhibitors at the submicromolar level. But they did not inhibit the replication of the virus on MIT-4 cells. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.063