Acrylic acid (E)-1-allyl-3,7-dimethyl-octa-2,6-dienyl ester | 370877-82-0

• 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: Acrylic acid (E)-1-allyl-3,7-dimethyl-octa-2,6-dienyl ester
• 英文别名: [(5E)-6,10-dimethylundeca-1,5,9-trien-4-yl] prop-2-enoate
• CAS: 370877-82-0
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: CDFDVTAIOUQHRL-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Acrylic acid (E)-1-allyl-3,7-dimethyl-octa-2,6-dienyl ester 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到6-((E)-2,6-Dimethyl-hepta-1,5-dienyl)-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  Regioselective ring-closing metathesis on terpenoid acrylates and acrylamides

  摘要：

  A series of acrylate esters was prepared by treatment of representative terpenoid aldehydes with allyl or vinyl magnesium bromide followed by reaction with acryloyl chloride. In all cases, ring-closing metathesis (RCM) resulted in regioselective formation of unsaturated lactones through metathesis of the acrylate and terminal olefins. After condensation of farnesal with a primary amine, a parallel series of reactions led to Formation of the corresponding lactam. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01179-0
• 作为产物：
  描述：

  (E)-3,7-二甲基-2,6-辛二烯醛 在 三乙胺 作用下， 生成 Acrylic acid (E)-1-allyl-3,7-dimethyl-octa-2,6-dienyl ester
  参考文献：
  名称：

  Regioselective ring-closing metathesis on terpenoid acrylates and acrylamides

  摘要：

  A series of acrylate esters was prepared by treatment of representative terpenoid aldehydes with allyl or vinyl magnesium bromide followed by reaction with acryloyl chloride. In all cases, ring-closing metathesis (RCM) resulted in regioselective formation of unsaturated lactones through metathesis of the acrylate and terminal olefins. After condensation of farnesal with a primary amine, a parallel series of reactions led to Formation of the corresponding lactam. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01179-0

文献信息

• Regioselective ring-closing metathesis on terpenoid acrylates and acrylamides
  作者：Yanming Du、David F Wiemer

  DOI：10.1016/s0040-4039(01)01179-0

  日期：2001.8

  A series of acrylate esters was prepared by treatment of representative terpenoid aldehydes with allyl or vinyl magnesium bromide followed by reaction with acryloyl chloride. In all cases, ring-closing metathesis (RCM) resulted in regioselective formation of unsaturated lactones through metathesis of the acrylate and terminal olefins. After condensation of farnesal with a primary amine, a parallel series of reactions led to Formation of the corresponding lactam. (C) 2001 Elsevier Science Ltd. All rights reserved.