acrylic acid 1-allyl-4,4,4-trifluoro-but-2-enyl ester | 1234064-04-0

• 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: acrylic acid 1-allyl-4,4,4-trifluoro-but-2-enyl ester
• 英文别名: [(5E)-7,7,7-trifluorohepta-1,5-dien-4-yl] prop-2-enoate
• CAS: 1234064-04-0
• 化学式: C₁₀H₁₁F₃O₂
• 分子量: 220.191
• InChiKey: VJIANVIZNDQJCF-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  acrylic acid 1-allyl-4,4,4-trifluoro-but-2-enyl ester 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以70%的产率得到(E)-6-(3,3,3-trifluoroprop-1-enyl)-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Synthesis and cytotoxic activity of fluorinated analogues of Goniothalamus lactones. Impact of fluorine on oxidative processes

  摘要：

  Novel fluorinated analogues of goniothalamin 1 and howiinol A 2 have been prepared from trifluorocrotonate derivatives. Trifluoromethyl goniothalamin (R/S) 4 showed a slightly lower activity than 1, while the trifluoromethyl howiinol A 16 exhibited similar activities on several cell lines in the micromolar range. Unlike (R) goniothalamin and howiinol A, trifluoromethyl parent compounds remained unchanged when submitted to biomimetic oxidative systems. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.032
• 作为产物：
  描述：

  7,7,7-trifluoro-hepta-1,5-dien-4-ol 、 丙烯酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以60%的产率得到acrylic acid 1-allyl-4,4,4-trifluoro-but-2-enyl ester
  参考文献：
  名称：

  Synthesis and cytotoxic activity of fluorinated analogues of Goniothalamus lactones. Impact of fluorine on oxidative processes

  摘要：

  Novel fluorinated analogues of goniothalamin 1 and howiinol A 2 have been prepared from trifluorocrotonate derivatives. Trifluoromethyl goniothalamin (R/S) 4 showed a slightly lower activity than 1, while the trifluoromethyl howiinol A 16 exhibited similar activities on several cell lines in the micromolar range. Unlike (R) goniothalamin and howiinol A, trifluoromethyl parent compounds remained unchanged when submitted to biomimetic oxidative systems. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.032

文献信息

• Synthesis and cytotoxic activity of fluorinated analogues of Goniothalamus lactones. Impact of fluorine on oxidative processes
  作者：Lidia Dumitrescu、Doan Thi Mai Huong、Nguyen Van Hung、Benoit Crousse、Danièle Bonnet-Delpon

  DOI：10.1016/j.ejmech.2010.03.032

  日期：2010.7

  Novel fluorinated analogues of goniothalamin 1 and howiinol A 2 have been prepared from trifluorocrotonate derivatives. Trifluoromethyl goniothalamin (R/S) 4 showed a slightly lower activity than 1, while the trifluoromethyl howiinol A 16 exhibited similar activities on several cell lines in the micromolar range. Unlike (R) goniothalamin and howiinol A, trifluoromethyl parent compounds remained unchanged when submitted to biomimetic oxidative systems. (C) 2010 Elsevier Masson SAS. All rights reserved.