3,9-Dioxopentadec-1-ene | 150674-88-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,9-Dioxopentadec-1-ene
• 英文别名: Pentadec-1-ene-3,9-dione
• CAS: 150674-88-7
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: AZZQIVMXXNIDBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,9-Dioxopentadec-1-ene 在 palladium on activated charcoal potassium tert-butylate 、 氢气 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 40.75h， 生成 N-(tert-Butyloxycarbonyl)-(R)-norneoenactin A
  参考文献：
  名称：

  Synthesis of the antifungal agent norneoenactin A

  摘要：

  The first total and unequivocal syntheses of (R)- and (S)-norneoenactin A (1), an analog of the antifungal antibiotic neoenactin A, are described. The key step of each synthesis was the Michael addition of a serinehydroxamate (5 or 8) to the appropriate vinyl ketone 4. Biological activity of the two enantiomers of norneoenactin A ((S)-1 and (R)-1) against Escherichia coli and several fungi has been investigated.

  DOI：

  10.1021/jo00074a038
• 作为产物：
  描述：

  7-oxotridecanoic acid 在 草酰氯 、 benzoylchlorobis(triphenylphosphine)palladium(II) 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 5.0h， 生成 3,9-Dioxopentadec-1-ene
  参考文献：
  名称：

  Synthesis of the antifungal agent norneoenactin A

  摘要：

  The first total and unequivocal syntheses of (R)- and (S)-norneoenactin A (1), an analog of the antifungal antibiotic neoenactin A, are described. The key step of each synthesis was the Michael addition of a serinehydroxamate (5 or 8) to the appropriate vinyl ketone 4. Biological activity of the two enantiomers of norneoenactin A ((S)-1 and (R)-1) against Escherichia coli and several fungi has been investigated.

  DOI：

  10.1021/jo00074a038

文献信息

• Synthesis of the antifungal agent norneoenactin A
  作者：Ihab S. Darwish、Chetna Patel、Marvin J. Miller

  DOI：10.1021/jo00074a038

  日期：1993.10

  The first total and unequivocal syntheses of (R)- and (S)-norneoenactin A (1), an analog of the antifungal antibiotic neoenactin A, are described. The key step of each synthesis was the Michael addition of a serinehydroxamate (5 or 8) to the appropriate vinyl ketone 4. Biological activity of the two enantiomers of norneoenactin A ((S)-1 and (R)-1) against Escherichia coli and several fungi has been investigated.