4-[2-[(1E,3Z,6Z,9Z)-6,7,9,10-tetradeuteriopentadeca-1,3,6,9-tetraenyl]-1,3-dithiolan-2-yl]butanoic acid | 208394-63-2

• 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: 4-[2-[(1E,3Z,6Z,9Z)-6,7,9,10-tetradeuteriopentadeca-1,3,6,9-tetraenyl]-1,3-dithiolan-2-yl]butanoic acid
• CAS: 208394-63-2
• 化学式: C₂₂H₃₄O₂S₂
• 分子量: 398.611
• InChiKey: CBFFUUIWNYSAKG-WKGKVCTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  26
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[2-[(1E,3Z,6Z,9Z)-6,7,9,10-tetradeuteriopentadeca-1,3,6,9-tetraenyl]-1,3-dithiolan-2-yl]butanoic acid 在 阻聚剂701 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 甲醇 、 水 为溶剂， 反应 0.04h， 以13%的产率得到5-oxo-6(E),8(E),11(Z),14(Z)-11,12,14,15-d4-eicosatetraenoic acid
  参考文献：
  名称：

  The Total Synthesis of Tritiated and Deuterated 5-Oxo-ETE, a Novel Inflammatory Mediator

  摘要：

  The total synthesis of 11,12,14,15-tetratritiated and deuterated 5-oxo-ETE is accomplished using a novel bisacetylene precursor 14. The syntheses of these labeled derivatives are necessary in order to investigate further the role and biochemistry of the novel inflammatory mediator and eosinophilic chemotactic agent 5-oxo-ETE.

  DOI：

  10.1021/jo980280p
• 作为产物：
  描述：

  methyl 4-[2-[(1E,3Z)-pentadeca-1,3-dien-6,9-diynyl]-1,3-dithiolan-2-yl]butanoate 在 Lindlar's catalyst lithium hydroxide 、 阻聚剂701 、 氘 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 反应 22.5h， 生成 4-[2-[(1E,3Z,6Z,9Z)-6,7,9,10-tetradeuteriopentadeca-1,3,6,9-tetraenyl]-1,3-dithiolan-2-yl]butanoic acid
  参考文献：
  名称：

  The Total Synthesis of Tritiated and Deuterated 5-Oxo-ETE, a Novel Inflammatory Mediator

  摘要：

  The total synthesis of 11,12,14,15-tetratritiated and deuterated 5-oxo-ETE is accomplished using a novel bisacetylene precursor 14. The syntheses of these labeled derivatives are necessary in order to investigate further the role and biochemistry of the novel inflammatory mediator and eosinophilic chemotactic agent 5-oxo-ETE.

  DOI：

  10.1021/jo980280p

文献信息

• The Total Synthesis of Tritiated and Deuterated 5-Oxo-ETE, a Novel Inflammatory Mediator
  作者：Subhash P. Khanapure、Xiao-Xin Shi、William S. Powell、Joshua Rokach

  DOI：10.1021/jo980280p

  日期：1998.6.1

  The total synthesis of 11,12,14,15-tetratritiated and deuterated 5-oxo-ETE is accomplished using a novel bisacetylene precursor 14. The syntheses of these labeled derivatives are necessary in order to investigate further the role and biochemistry of the novel inflammatory mediator and eosinophilic chemotactic agent 5-oxo-ETE.