tert-butyl (9Z,12Z)-(1813C)octadeca-9,12-dienoate | 1026642-63-6

• 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: tert-butyl (9Z,12Z)-(1813C)octadeca-9,12-dienoate
• CAS: 1026642-63-6
• 化学式: C₂₂H₄₀O₂
• 分子量: 337.547
• InChiKey: DQGISVDINIGCQS-VNBMVHPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  24
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 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：

  tert-butyl (9Z,12Z)-(1813C)octadeca-9,12-dienoate 在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 [18-13C]linoleic acid
  参考文献：
  名称：

  Synthesis of [18-11C/(13C)]linoleic acid

  摘要：

  A method for the preparation of [18-C-11]linoleic acid is described. A highly reactive zerovalent copper complex was prepared from lithium (2-thienyl)iodocuprate reduced by lithium naphtalenide. This copper complex was used in a coupling reaction between 17-iodo-cis,cis-9,12-heptadecadienoic acid tert-butyl ester and [C-11]methyl iodide to form [18-C-11]linoleic acid tert-butyl ester as intermediate. The tert-butyl ester protecting group was rapidly removed with trifluoroacetic acid, affording [18-C-11]linoleic acid in 48% radiochemical yield. In a typical run starting with 27 GBq of [C-11]methyl iodide, 2.9 GBq [18-C-11]linoleic acid was obtained within 44 min from the end of radionuclide production.

  DOI：

  10.1002/(sici)1099-1344(199707)39:7<607::aid-jlcr7>3.0.co;2-a
• 作为产物：
  描述：

  5-氯戊醛 在 lithium hydroxide 、 硫酸 、 sodium hexamethyldisilazane 、 铜 、 对甲苯磺酸 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 60.02h， 生成 tert-butyl (9Z,12Z)-(1813C)octadeca-9,12-dienoate
  参考文献：
  名称：

  Synthesis of [18-11C/(13C)]linoleic acid

  摘要：

  A method for the preparation of [18-C-11]linoleic acid is described. A highly reactive zerovalent copper complex was prepared from lithium (2-thienyl)iodocuprate reduced by lithium naphtalenide. This copper complex was used in a coupling reaction between 17-iodo-cis,cis-9,12-heptadecadienoic acid tert-butyl ester and [C-11]methyl iodide to form [18-C-11]linoleic acid tert-butyl ester as intermediate. The tert-butyl ester protecting group was rapidly removed with trifluoroacetic acid, affording [18-C-11]linoleic acid in 48% radiochemical yield. In a typical run starting with 27 GBq of [C-11]methyl iodide, 2.9 GBq [18-C-11]linoleic acid was obtained within 44 min from the end of radionuclide production.

  DOI：

  10.1002/(sici)1099-1344(199707)39:7<607::aid-jlcr7>3.0.co;2-a

文献信息

• Synthesis of [18-11C/(13C)]linoleic acid
  作者：Henrik Neu、Tor Kihlberg、Bengt Långstrom

  DOI：10.1002/(sici)1099-1344(199707)39:7<607::aid-jlcr7>3.0.co;2-a

  日期：1997.7

  A method for the preparation of [18-C-11]linoleic acid is described. A highly reactive zerovalent copper complex was prepared from lithium (2-thienyl)iodocuprate reduced by lithium naphtalenide. This copper complex was used in a coupling reaction between 17-iodo-cis,cis-9,12-heptadecadienoic acid tert-butyl ester and [C-11]methyl iodide to form [18-C-11]linoleic acid tert-butyl ester as intermediate. The tert-butyl ester protecting group was rapidly removed with trifluoroacetic acid, affording [18-C-11]linoleic acid in 48% radiochemical yield. In a typical run starting with 27 GBq of [C-11]methyl iodide, 2.9 GBq [18-C-11]linoleic acid was obtained within 44 min from the end of radionuclide production.