(E)-1-(4-hydroxyphenyl)icos-4-en-3-one | 1265304-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-1-(4-hydroxyphenyl)icos-4-en-3-one
• CAS: 1265304-11-7
• 化学式: C₂₆H₄₂O₂
• 分子量: 386.618
• InChiKey: FXPRBACZFQCHOQ-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  28
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,4E)-2,4-己二烯-1-醇 、 (E)-1-(4-hydroxyphenyl)icos-4-en-3-one 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.58h， 以38%的产率得到(+/-)-[(E)-heptadec-1-enyl]-2-[(2E,4E)-hexa-2,4-dienyloxy]-1-oxaspiro[4.5]deca-6,9-dien-8-one
  参考文献：
  名称：

  Forming Spirocyclohexadienone-Oxocarbenium Cation Species in the Biomimetic Synthesis of Amomols

  摘要：

  The oxidation of appropriate 2-(4-hydroxyphenyl)ethyl ketones gives direct access to amomols by means of the formation of a transient spirocyclohexadienone-oxocarbenium ion that is intermolecularly intercepted by an alcohol. Furthermore, homochiral amomols and other new analogues were synthesized for the first time and were biologically evaluated on Plasmodium falciparum.

  DOI：

  10.1021/jo102414s
• 作为产物：
  描述：

  十六醛 、 覆盆子酮 在 二氧化碳 、 二甲胺 作用下， 反应 48.0h， 以51%的产率得到(E)-1-(4-hydroxyphenyl)icos-4-en-3-one
  参考文献：
  名称：

  Forming Spirocyclohexadienone-Oxocarbenium Cation Species in the Biomimetic Synthesis of Amomols

  摘要：

  The oxidation of appropriate 2-(4-hydroxyphenyl)ethyl ketones gives direct access to amomols by means of the formation of a transient spirocyclohexadienone-oxocarbenium ion that is intermolecularly intercepted by an alcohol. Furthermore, homochiral amomols and other new analogues were synthesized for the first time and were biologically evaluated on Plasmodium falciparum.

  DOI：

  10.1021/jo102414s

文献信息

• Forming Spirocyclohexadienone-Oxocarbenium Cation Species in the Biomimetic Synthesis of Amomols
  作者：Mariam Traoré、Marjorie Maynadier、Florence Souard、Luc Choisnard、Henri Vial、Yung-Sing Wong

  DOI：10.1021/jo102414s

  日期：2011.3.4

  The oxidation of appropriate 2-(4-hydroxyphenyl)ethyl ketones gives direct access to amomols by means of the formation of a transient spirocyclohexadienone-oxocarbenium ion that is intermolecularly intercepted by an alcohol. Furthermore, homochiral amomols and other new analogues were synthesized for the first time and were biologically evaluated on Plasmodium falciparum.