diisopropyl 2-(2-(1,3-dioxolan-2-yl)propyl)-2-(prop-2-ynyl)malonate | 1256270-37-7

• 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: diisopropyl 2-(2-(1,3-dioxolan-2-yl)propyl)-2-(prop-2-ynyl)malonate
• CAS: 1256270-37-7
• 化学式: C₁₈H₂₈O₆
• 分子量: 340.417
• InChiKey: HLWGIHKFZUWJBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diisopropyl 2-(2-(1,3-dioxolan-2-yl)propyl)-2-(prop-2-ynyl)malonate 在 盐酸 作用下， 以 水 、 丙酮 为溶剂， 以70%的产率得到diisopropyl 2-(2-methyl-3-oxopropyl)-2-(prop-2-ynyl)malonate
  参考文献：
  名称：

  InCl₃/CyNH₂ Cocatalyzed Carbocyclization Reaction: An Entry to α-Disubstituted exo-Methylene Cyclopentanes

  摘要：

  An efficient and cheap synthetic approach to functionalized exo-methylene cyclopentanes has been developed from alpha-disubstituted formyl-alkynes by merging amine catalysis with the indium activation of alkynes. We uncovered the crucial role of the amine cocatalyst and the development of a new cooperative catalytic system allowed the cyclization of a broad range of substrates. A mechanistic study was realized in order to rationalize the determining influence of the amine cocatalyst.

  DOI：

  10.1021/jo1018552
• 作为产物：
  描述：

  diisopropyl 2-(2-(1,3-dioxolan-2-yl)propyl)malonate 、 3-溴丙炔 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到diisopropyl 2-(2-(1,3-dioxolan-2-yl)propyl)-2-(prop-2-ynyl)malonate
  参考文献：
  名称：

  InCl₃/CyNH₂ Cocatalyzed Carbocyclization Reaction: An Entry to α-Disubstituted exo-Methylene Cyclopentanes

  摘要：

  An efficient and cheap synthetic approach to functionalized exo-methylene cyclopentanes has been developed from alpha-disubstituted formyl-alkynes by merging amine catalysis with the indium activation of alkynes. We uncovered the crucial role of the amine cocatalyst and the development of a new cooperative catalytic system allowed the cyclization of a broad range of substrates. A mechanistic study was realized in order to rationalize the determining influence of the amine cocatalyst.

  DOI：

  10.1021/jo1018552