trimethyl (E)-1-(2-oxo-2H-pyran-6-yl)hex-4-ene-1,1,5-tricarboxylate | 1004750-44-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trimethyl (E)-1-(2-oxo-2H-pyran-6-yl)hex-4-ene-1,1,5-tricarboxylate
• 英文别名: trimethyl (E)-1-(6-oxopyran-2-yl)hept-5-ene-1,1,6-tricarboxylate
• CAS: 1004750-44-0
• 化学式: C₁₈H₂₂O₈
• 分子量: 366.368
• InChiKey: CVRMJNAVABGTLT-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  trimethyl (E)-1-(2-oxo-2H-pyran-6-yl)hex-4-ene-1,1,5-tricarboxylate 以 甲苯 为溶剂， 反应 72.0h， 以62%的产率得到
  参考文献：
  名称：

  Progress toward the Synthesis of the Basiliolides and Transtaganolides:  An Intramolecular Pyrone Diels−Alder Entry into a Novel Class of Natural Products

  摘要：

  Efforts directed toward the synthesis of a basiliolide/transtaganolide model system are disclosed. A highly endo-selective intramolecular pyrone Diels-Alder (IMPDA) cycloaddition rapidly constructs the tricyclic core of the basiliolides and transtaganolides.

  DOI：

  10.1021/ol702501s
• 作为产物：
  描述：

  methyl (E)-6-iodo-2-methylhex-2-enoate 、 dimethyl 2-(2-oxo-2H-pyran-6-yl)propane-1,3-dioate 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 以83%的产率得到trimethyl (E)-1-(2-oxo-2H-pyran-6-yl)hex-4-ene-1,1,5-tricarboxylate
  参考文献：
  名称：

  Progress toward the Synthesis of the Basiliolides and Transtaganolides:  An Intramolecular Pyrone Diels−Alder Entry into a Novel Class of Natural Products

  摘要：

  Efforts directed toward the synthesis of a basiliolide/transtaganolide model system are disclosed. A highly endo-selective intramolecular pyrone Diels-Alder (IMPDA) cycloaddition rapidly constructs the tricyclic core of the basiliolides and transtaganolides.

  DOI：

  10.1021/ol702501s

文献信息

• Progress toward the Synthesis of the Basiliolides and Transtaganolides:  An Intramolecular Pyrone Diels−Alder Entry into a Novel Class of Natural Products
  作者：Hosea M. Nelson、Brian M. Stoltz

  DOI：10.1021/ol702501s

  日期：2008.1.1

  Efforts directed toward the synthesis of a basiliolide/transtaganolide model system are disclosed. A highly endo-selective intramolecular pyrone Diels-Alder (IMPDA) cycloaddition rapidly constructs the tricyclic core of the basiliolides and transtaganolides.