dimethyl 2-(1'-methyl-2'-hexyl-2',3'-butadienyl)malonate | 774576-84-0

• 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: dimethyl 2-(1'-methyl-2'-hexyl-2',3'-butadienyl)malonate
• CAS: 774576-84-0
• 化学式: C₁₆H₂₆O₄
• 分子量: 282.38
• InChiKey: ZONFSOLMKWTSOV-UHFFFAOYSA-N

物化性质

• 沸点：
  324.2±22.0 °C(Predicted)
• 密度：
  0.960±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(1'-methyl-2'-hexyl-2',3'-butadienyl)malonate 、 反-1-碘己烯 在 四(三苯基膦)钯 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 trans-1,1-bis(methoxycarbonyl)-2-hexyl-2-(1'-methylene-2'-(E)-heptenyl)-3-methylcyclopropane 、 cis-1,1-bis(methoxycarbonyl)-2-hexyl-2-(1'-methylene-2'-(E)-heptenyl)-3-methylcyclopropane
  参考文献：
  名称：

  Highly Regio- and Stereoselective Synthesis of Polysubstituted Cyclopropane Compounds via the Pd(0)-Catalyzed Coupling−Cyclization Reaction of 2-(2‘,3‘-Allenyl)malonates with Organic Halides

  摘要：

  A new method for highly regio- and stereoselective synthesis of polysubstituted cyclopropane compounds via the Pd(0)-catalyzed coupling-cyclization reaction of 2-(2',3'-allenyl)malonates with organic halides is described. In these reactions, the starting materials are easily available and the operation is convenient. The ratios of trans-isomer/ cis-vinylic cyclopropanes are up to 98:2.

  DOI：

  10.1021/jo049323u
• 作为产物：
  描述：

  (+/-)-3-(n-hexyl)penta-3,4-dien-2-ol 在 四(三苯基膦)钯 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 作用下， 以 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 25.0h， 生成 dimethyl 2-(1'-methyl-2'-hexyl-2',3'-butadienyl)malonate
  参考文献：
  名称：

  Highly Regio- and Stereoselective Synthesis of Polysubstituted Cyclopropane Compounds via the Pd(0)-Catalyzed Coupling−Cyclization Reaction of 2-(2‘,3‘-Allenyl)malonates with Organic Halides

  摘要：

  A new method for highly regio- and stereoselective synthesis of polysubstituted cyclopropane compounds via the Pd(0)-catalyzed coupling-cyclization reaction of 2-(2',3'-allenyl)malonates with organic halides is described. In these reactions, the starting materials are easily available and the operation is convenient. The ratios of trans-isomer/ cis-vinylic cyclopropanes are up to 98:2.

  DOI：

  10.1021/jo049323u

文献信息

• Highly Regio- and Stereoselective Synthesis of Polysubstituted Cyclopropane Compounds via the Pd(0)-Catalyzed Coupling−Cyclization Reaction of 2-(2‘,3‘-Allenyl)malonates with Organic Halides
  作者：Shengming Ma、Ning Jiao、Qing Yang、Zilong Zheng

  DOI：10.1021/jo049323u

  日期：2004.9.1

  A new method for highly regio- and stereoselective synthesis of polysubstituted cyclopropane compounds via the Pd(0)-catalyzed coupling-cyclization reaction of 2-(2',3'-allenyl)malonates with organic halides is described. In these reactions, the starting materials are easily available and the operation is convenient. The ratios of trans-isomer/ cis-vinylic cyclopropanes are up to 98:2.