ethyl (2E,6E)-10-chloro-3,7,11-trimethyldodeca-2,6,11-trienoate | 223676-52-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ethyl (2E,6E)-10-chloro-3,7,11-trimethyldodeca-2,6,11-trienoate
• CAS: 223676-52-6
• 化学式: C₁₇H₂₇ClO₂
• 分子量: 298.853
• InChiKey: LINWLKYQCDBJMB-DYHGJXMBSA-N

物化性质

• 沸点：
  385.3±42.0 °C(predicted)
• 密度：
  0.976±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.59
• 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：

  ethyl (2E,6E)-10-chloro-3,7,11-trimethyldodeca-2,6,11-trienoate 在 咪唑 、 4-二甲氨基吡啶 、 aluminum oxide 、 18-冠醚-6 、 二异丁基氢化铝 作用下， 以 N,N-二甲基甲酰胺 、 xylene 为溶剂， 反应 36.0h， 生成 2,2-Dimethyl-propionic acid (3Z,7E,11E)-16-methoxy-3,7,11-trimethyl-bicyclo[12.3.1]octadeca-1(17),3,7,11,14(18),15-hexaen-18-yl ester
  参考文献：
  名称：

  Synthesis of longithorone B, a sixteen-membered farnesylated p-benzoquinone

  摘要：

  The intramolecular coupling reactions at the C-1position of the 10Z-farnesyl moiety appended at the 2'-position of 4'-methoxy phenol derivatives were examined with the aid of Hf(OTf)(4)and LiClO4. When the phenol was protected with a TBDMS group, meta coupling predominated while para coupling occurred efficiently when protected with a pivaloyl group. The para-coupled product was transformed to longithorone B, recently isolated from a tunicate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00049-0
• 作为产物：
  描述：

  香叶基丙酮 在 磺酰氯 、 sodium hydride 、 sodium carbonate 作用下， 生成 ethyl (2E,6E)-10-chloro-3,7,11-trimethyldodeca-2,6,11-trienoate
  参考文献：
  名称：

  Synthesis of longithorone B, a sixteen-membered farnesylated p-benzoquinone

  摘要：

  The intramolecular coupling reactions at the C-1position of the 10Z-farnesyl moiety appended at the 2'-position of 4'-methoxy phenol derivatives were examined with the aid of Hf(OTf)(4)and LiClO4. When the phenol was protected with a TBDMS group, meta coupling predominated while para coupling occurred efficiently when protected with a pivaloyl group. The para-coupled product was transformed to longithorone B, recently isolated from a tunicate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00049-0