3,10-Dioxohexadec-1-ene | 154617-87-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,10-Dioxohexadec-1-ene
• 英文别名: Hexadec-1-ene-3,10-dione
• CAS: 154617-87-5
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: RBEOCFSLFPQPQM-UHFFFAOYSA-N

物化性质

• 沸点：
  376.5±25.0 °C(predicted)
• 密度：
  0.895±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  3,10-Dioxohexadec-1-ene 在 palladium on activated charcoal potassium tert-butylate 、 氢气 作用下， 以 乙醇 、 甲苯 为溶剂， 25.0 ℃ 、133.32 Pa 条件下， 反应 231.0h， 生成 N-(tert-Butyloxycarbonyl)-N⁴-deshydroxyneoenactin A
  参考文献：
  名称：

  Synthesis of the Antifungal Agent Neoenactin A and Its N-Deshydroxy Derivative

  摘要：

  The first total and unequivocal syntheses of neoenactin A (1, NE A) as well as its N-deshydroxy analog 2 are described. The two key steps in the syntheses were the oxidative cleavage of an appropriate olefin 8a to yield the desired keto acid 9 and the Michael addition of serinehydroxamates 11 or 12 to the appropriate vinyl ketone 10. Biological activity of 1 and 2 against Escherichia coli and several fungi has been investigated.

  DOI：

  10.1021/jo00081a027
• 作为产物：
  描述：

  8-氧代十四烷酸 在 benzoylchlorobis(triphenylphosphine)palladium(II) 草酰氯 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 4.5h， 生成 3,10-Dioxohexadec-1-ene
  参考文献：
  名称：

  Synthesis of the Antifungal Agent Neoenactin A and Its N-Deshydroxy Derivative

  摘要：

  The first total and unequivocal syntheses of neoenactin A (1, NE A) as well as its N-deshydroxy analog 2 are described. The two key steps in the syntheses were the oxidative cleavage of an appropriate olefin 8a to yield the desired keto acid 9 and the Michael addition of serinehydroxamates 11 or 12 to the appropriate vinyl ketone 10. Biological activity of 1 and 2 against Escherichia coli and several fungi has been investigated.

  DOI：

  10.1021/jo00081a027

文献信息

• Synthesis of the Antifungal Agent Neoenactin A and Its N-Deshydroxy Derivative
  作者：Ihab S. Darwish、Marvin J. Miller

  DOI：10.1021/jo00081a027

  日期：1994.1

  The first total and unequivocal syntheses of neoenactin A (1, NE A) as well as its N-deshydroxy analog 2 are described. The two key steps in the syntheses were the oxidative cleavage of an appropriate olefin 8a to yield the desired keto acid 9 and the Michael addition of serinehydroxamates 11 or 12 to the appropriate vinyl ketone 10. Biological activity of 1 and 2 against Escherichia coli and several fungi has been investigated.