5-(2-methyl-1,3-dioxolan-2-yl)hex-5-en-1-ol | 187411-03-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(2-methyl-1,3-dioxolan-2-yl)hex-5-en-1-ol
• CAS: 187411-03-6
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: DLIAIFFOGWNCGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2-methyl-1,3-dioxolan-2-yl)hex-5-en-1-ol 在 吡啶 、 氢氧化钾 、 三氧化硫 、 potassium diazodicarboxylate 、 溶剂黄146 、 二乙胺 、 potassium hexacyanoferrate(III) 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 三乙胺 为溶剂， 反应 19.83h， 生成 7-[5-(2-methyl-1,3-dioxolan-2-yl)hex-5-enylidene]-2,3-diazabicyclo[2.2.1]hept-2-ene
  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：

  乙二醇 、 1-(benzoyloxy)-5-methylideneheptan-6-one 在 氢氧化钾 、 对甲苯磺酸 、 原甲酸三甲酯 作用下， 生成 5-(2-methyl-1,3-dioxolan-2-yl)hex-5-en-1-ol
  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.