(2Z,4E)-3-hydroxy-6-oxodocosa-2,4-dienoic acid methyl ester | 852152-06-8

• 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: (2Z,4E)-3-hydroxy-6-oxodocosa-2,4-dienoic acid methyl ester
• 英文别名: methyl (2Z,4E)-3-hydroxy-6-oxodocosa-2,4-dienoate
• CAS: 852152-06-8
• 化学式: C₂₃H₄₀O₄
• 分子量: 380.568
• InChiKey: HXRRSVKTZKRKBD-LWOGSDDFSA-N

物化性质

• 熔点：
  82.5-83.5 °C
• 沸点：
  500.8±50.0 °C(Predicted)
• 密度：
  0.967±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  27
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-亚苄基苯乙胺 、 (2Z,4E)-3-hydroxy-6-oxodocosa-2,4-dienoic acid methyl ester 以 氘代氯仿 为溶剂， 生成 4-Oxo-5-(2-oxo-octadecyl)-1-phenethyl-2-phenyl-pyrrolidine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthetic analogues of the manzamenones and plakoridines which inhibit DNA polymerase

  摘要：

  An array of novel analogues of the marine oxylipins, the manzamenones and plakoridines, have been prepared in divergent fashion using an approach modelled on a biogenetic theory. Many of the target compounds show potent inhibition of DNA polymerases alpha and beta and human terminal deoxynucleotidyl transferase (TdT).

  DOI：

  10.1016/j.bmcl.2006.03.005
• 作为产物：
  描述：

  (5-hexadecylfuran-2-yl)acetic acid 在 Amberlite IR 120 (H+) 、 溴 作用下， 以 丙酮 为溶剂， 反应 78.0h， 生成 (2Z,4E)-3-hydroxy-6-oxodocosa-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  以生物遗传学理论为模型的普拉考力定的合成方法

  摘要：

  使用模拟生物合成途径的方法描述了权宜的合成途径，用于合成吡咯烷的吡咯烷环系统。

  DOI：

  10.1016/j.tetlet.2005.02.124

文献信息

• Chemical predisposition in synthesis: application to the preparation of the pyrrolidine natural products, plakoridines A and B
  作者：Laura L. Etchells、Madeleine Helliwell、Neil M. Kershaw、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.tet.2006.08.075

  日期：2006.11

  The pyrrolidine natural products, plakoridines A and B, as well as an array of unnatural analogues, have been prepared using a five-step synthetic sequence modelled on a biogenetic theory. The key transformation involves a `Mannich/Michael/intemal-redox' cascade, which proceeds in yields of 31-63%. (c) 2006 Elsevier Ltd. All fights reserved.
• Synthetic analogues of the manzamenones and plakoridines which inhibit DNA polymerase
  作者：Jeremy R. Doncaster、Laura L. Etchells、Neil M. Kershaw、Ryoichi Nakamura、Hazel Ryan、Ryo Takeuchi、Kengo Sakaguchi、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.bmcl.2006.03.005

  日期：2006.6

  An array of novel analogues of the marine oxylipins, the manzamenones and plakoridines, have been prepared in divergent fashion using an approach modelled on a biogenetic theory. Many of the target compounds show potent inhibition of DNA polymerases alpha and beta and human terminal deoxynucleotidyl transferase (TdT).
• A synthetic approach to the plakoridines modeled on a biogenetic theory
  作者：Laura L. Etchells、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.tetlet.2005.02.124

  日期：2005.4

  An expedient synthetic route to the fully substituted pyrrolidine ring system of the plakoridines is described using an approach modeled on a plausible biosynthetic pathway.

  使用模拟生物合成途径的方法描述了权宜的合成途径，用于合成吡咯烷的吡咯烷环系统。