ethyl 2-hydroxy-6-(hydroxymethyl)-4-(4methoxyphenyl)-8-oxo-2-(trifluoromethyl)-2,3,4,8-tetrahydropyrano[3,2-b]pyrano-3-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 2-hydroxy-6-(hydroxymethyl)-4-(4methoxyphenyl)-8-oxo-2-(trifluoromethyl)-2,3,4,8-tetrahydropyrano[3,2-b]pyrano-3-carboxylate
• 英文别名: Ethyl 2-hydroxy-6-(hydroxymethyl)-4-(4-methoxyphenyl)-8-oxo-2-(trifluoromethyl)-3,4-dihydropyrano[3,2-b]pyran-3-carboxylate；ethyl 2-hydroxy-6-(hydroxymethyl)-4-(4-methoxyphenyl)-8-oxo-2-(trifluoromethyl)-3,4-dihydropyrano[3,2-b]pyran-3-carboxylate
• 化学式: C₂₀H₁₉F₃O₈
• 分子量: 444.361
• InChiKey: DBKSKPODNPGURY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  曲酸 、 4-甲氧基苯甲醛 、 三氟乙酰乙酸乙酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以67%的产率得到ethyl 2-hydroxy-6-(hydroxymethyl)-4-(4methoxyphenyl)-8-oxo-2-(trifluoromethyl)-2,3,4,8-tetrahydropyrano[3,2-b]pyrano-3-carboxylate
  参考文献：
  名称：

  Synthesis and cytotoxicity evaluation of highly functionalized pyranochromenes and pyranopyrans

  摘要：

  A series of fluorinated tetrahydropyrano[3,2-c]chromenes and dihydropyrano[3,2-b]pyran derivatives have been synthesized and their in vitro cytotoxic activities have been determined in cervical cancer cell line (HeLa), human breast adenocarcinoma cell line (MDA-MB-231 and MCF-7) and human alveolar adenocarcinoma cell line (A549). Compounds 4g, 4k, 4p showed a very potent activity against MDA-MB-231, and 4c, 4p showed promising activity against MCF-7, while compounds 4c, 4g, 4p showed moderate activity against HeLa. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.018

文献信息

• Synthesis and cytotoxicity evaluation of highly functionalized pyranochromenes and pyranopyrans
  作者：Narender Reddy Emmadi、Krishnaiah Atmakur、Ganesh Kumar Chityal、Sujitha Pombala、Jagadeesh Babu Nanubolu

  DOI：10.1016/j.bmcl.2012.09.018

  日期：2012.12

  A series of fluorinated tetrahydropyrano[3,2-c]chromenes and dihydropyrano[3,2-b]pyran derivatives have been synthesized and their in vitro cytotoxic activities have been determined in cervical cancer cell line (HeLa), human breast adenocarcinoma cell line (MDA-MB-231 and MCF-7) and human alveolar adenocarcinoma cell line (A549). Compounds 4g, 4k, 4p showed a very potent activity against MDA-MB-231, and 4c, 4p showed promising activity against MCF-7, while compounds 4c, 4g, 4p showed moderate activity against HeLa. (C) 2012 Elsevier Ltd. All rights reserved.