(2R,3S)-3-methyl-2-[(2'E,4'E)-2'-methylhexa-2',4'-dienoylamino]-pentanoic acid ethyl ester | 916440-60-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3S)-3-methyl-2-[(2'E,4'E)-2'-methylhexa-2',4'-dienoylamino]-pentanoic acid ethyl ester
• 英文别名: methyl (2R,3S)-3-methyl-2-[[(2E,4E)-2-methylhexa-2,4-dienoyl]amino]pentanoate
• CAS: 916440-60-3
• 化学式: C₁₄H₂₃NO₃
• 分子量: 253.342
• InChiKey: FNKHCEVEMBNYIC-RXRDWEFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3S)-3-methyl-2-[(2'E,4'E)-2'-methylhexa-2',4'-dienoylamino]-pentanoic acid ethyl ester 在 锂硼氢 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 0.25h， 以30 mg的产率得到(2E,4E)-2-methyl-hexa-2,4-dienoic acid (2'R,3'S)-allo-isoleucinol amide
  参考文献：
  名称：

  Antimicrobial metabolites produced by an intertidal Acremonium furcatum

  摘要：

  In a screening for antimicrobial metabolites, amides Of D-allo-and L-isoleucine derivatives were isolated from the culture of a marine strain of Acremonium furcatum. Structural elucidation of these compounds was performed by analysis of spectroscopic data and confirmed by synthesis. All of the compounds, natural and synthetic intermediates, were bioassayed against bacteria and phytopathogenic fungi, with many showing remarkable antifungal activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.07.028
• 作为产物：
  描述：

  ethyl (2E,4E)-2-methylhexa-2,4-dienoate 在 吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 5.0h， 生成 (2R,3S)-3-methyl-2-[(2'E,4'E)-2'-methylhexa-2',4'-dienoylamino]-pentanoic acid ethyl ester
  参考文献：
  名称：

  Antimicrobial metabolites produced by an intertidal Acremonium furcatum

  摘要：

  In a screening for antimicrobial metabolites, amides Of D-allo-and L-isoleucine derivatives were isolated from the culture of a marine strain of Acremonium furcatum. Structural elucidation of these compounds was performed by analysis of spectroscopic data and confirmed by synthesis. All of the compounds, natural and synthetic intermediates, were bioassayed against bacteria and phytopathogenic fungi, with many showing remarkable antifungal activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.07.028

文献信息

• Antimicrobial metabolites produced by an intertidal Acremonium furcatum
  作者：Gabriela L. Gallardo、Matías Butler、Mariana L. Gallo、M. Alejandra Rodríguez、Marcos N. Eberlin、Gabriela M. Cabrera

  DOI：10.1016/j.phytochem.2006.07.028

  日期：2006.11

  In a screening for antimicrobial metabolites, amides Of D-allo-and L-isoleucine derivatives were isolated from the culture of a marine strain of Acremonium furcatum. Structural elucidation of these compounds was performed by analysis of spectroscopic data and confirmed by synthesis. All of the compounds, natural and synthetic intermediates, were bioassayed against bacteria and phytopathogenic fungi, with many showing remarkable antifungal activities. (c) 2006 Elsevier Ltd. All rights reserved.