Diethyl 2-[2-(acetyloxymethyl)prop-2-enyl]-2-prop-2-enylpropanedioate | 197155-35-4

• 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: Diethyl 2-[2-(acetyloxymethyl)prop-2-enyl]-2-prop-2-enylpropanedioate
• CAS: 197155-35-4
• 化学式: C₁₆H₂₄O₆
• 分子量: 312.363
• InChiKey: WDIPRGYPKWNEOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Diethyl 2-[2-(acetyloxymethyl)prop-2-enyl]-2-prop-2-enylpropanedioate 在 乙醇 、 sodium 作用下， 反应 0.5h， 以57%的产率得到diethyl 2-allyl-2-(2-(hydroxymethyl)allyl)malonate
  参考文献：
  名称：

  Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes

  摘要：

  Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.

  DOI：

  10.1021/jo970877p
• 作为产物：
  描述：

  2-(acetoxymethyl)prop-2-en-1-ol 在 四溴化碳 、 sodium ethanolate 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 Diethyl 2-[2-(acetyloxymethyl)prop-2-enyl]-2-prop-2-enylpropanedioate
  参考文献：
  名称：

  Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes

  摘要：

  Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.

  DOI：

  10.1021/jo970877p

文献信息

• Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes
  作者：Thomas A. Kirkland、Robert H. Grubbs

  DOI：10.1021/jo970877p

  日期：1997.10.1

  Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.