1-(benzoyloxy)-5-methylideneheptan-6-one | 187410-90-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(benzoyloxy)-5-methylideneheptan-6-one
• 英文别名: (5-Methylidene-6-oxoheptyl) benzoate
• CAS: 187410-90-8
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: NTSSBDIYVOOUDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(benzoyloxy)-5-methylideneheptan-6-one 在 吡啶 、 氢氧化钾 、 三氧化硫 、 对甲苯磺酸 、 二乙胺 、 原甲酸三甲酯 作用下， 以 甲醇 、 二甲基亚砜 、 三乙胺 为溶剂， 反应 18.33h， 生成 2-[1-(4-cyclopenta-2,4-dienylidenebutyl)vinyl]-2-methyl-1,3-dioxolane
  参考文献：
  名称：

  Diyl Trapping Reactions To Synthesize Taxol Analogs

  摘要：

  A new and efficient entry to the ABC-ring system common to taxol and related materials has been developed. Highlights include the use of a regioselective intramolecular diyl trapping reaction to synthesize tricyclic alkene 5, the creation and oxidative cleavage of the tetrasubstituted olefin found in ketal 20a,b to afford a highly functionalized eight-membered ring (21a), and cyclization of 22, thereby providing the tricyclic core.

  DOI：

  10.1021/jo970042e
• 作为产物：
  描述：

  聚合甲醛 、 4-碘苯甲酸丁酯 、 乙酰丙酮 在 potassium carbonate 作用下， 生成 1-(benzoyloxy)-5-methylideneheptan-6-one
  参考文献：
  名称：

  Diyl Trapping Reactions To Synthesize Taxol Analogs

  摘要：

  A new and efficient entry to the ABC-ring system common to taxol and related materials has been developed. Highlights include the use of a regioselective intramolecular diyl trapping reaction to synthesize tricyclic alkene 5, the creation and oxidative cleavage of the tetrasubstituted olefin found in ketal 20a,b to afford a highly functionalized eight-membered ring (21a), and cyclization of 22, thereby providing the tricyclic core.

  DOI：

  10.1021/jo970042e

文献信息

• Diyl Trapping Reactions To Synthesize Taxol Analogs
  作者：Michael M. Ott、R. Daniel Little

  DOI：10.1021/jo970042e

  日期：1997.3.1

  A new and efficient entry to the ABC-ring system common to taxol and related materials has been developed. Highlights include the use of a regioselective intramolecular diyl trapping reaction to synthesize tricyclic alkene 5, the creation and oxidative cleavage of the tetrasubstituted olefin found in ketal 20a,b to afford a highly functionalized eight-membered ring (21a), and cyclization of 22, thereby providing the tricyclic core.