2-carboxy-2-propenyl-7-phenyl-6-heptynoic acid | 163444-11-9

• 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: 2-carboxy-2-propenyl-7-phenyl-6-heptynoic acid
• CAS: 163444-11-9
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: RPYGNJVOXOAOKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-carboxy-2-propenyl-7-phenyl-6-heptynoic acid 在 钯 氢氧化钾 、 偶氮二异丁腈 、 三氯溴甲烷 、 氢气 、 三正丁基氢锡 、 三苯基膦 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 24.5h， 生成 (1S,2R,3aS,6aS)-2-Methyl-1-phenyl-hexahydro-pentalene-3a-carboxylic acid methyl-phenyl-amide
  参考文献：
  名称：

  Amide-based protecting/radical translocating (PRT) groups. Generation of radicals adjacent to carbonyls by 1,5-hydrogen transfer reactions of o-iodoanilides

  摘要：

  The o-iodoanilide group is shown to be broadly useful for the generation and subsequent reactions of radicals adjacent to carboxyl groups. The results indicate that this group is one of the best ''protecting/radical translocating'' (PRT) groups introduced to date. Beyond its good performance in radical translocation reactions, it is easy to introduce, serves as a reasonable protecting group both before and after the translocation, and (with appropriate modifications) is easy to remove.

  DOI：

  10.1016/s0040-4020(01)90466-1
• 作为产物：
  描述：

  (5-iodopent-1-yn-1-yl)benzene 在 sodium hydroxide 作用下， 生成 2-carboxy-2-propenyl-7-phenyl-6-heptynoic acid
  参考文献：
  名称：

  Amide-based protecting/radical translocating (PRT) groups. Generation of radicals adjacent to carbonyls by 1,5-hydrogen transfer reactions of o-iodoanilides

  摘要：

  The o-iodoanilide group is shown to be broadly useful for the generation and subsequent reactions of radicals adjacent to carboxyl groups. The results indicate that this group is one of the best ''protecting/radical translocating'' (PRT) groups introduced to date. Beyond its good performance in radical translocation reactions, it is easy to introduce, serves as a reasonable protecting group both before and after the translocation, and (with appropriate modifications) is easy to remove.

  DOI：

  10.1016/s0040-4020(01)90466-1