(3R,5S)-3-methyl-5-((5E)-pentadec-5-ene-7,9-diynyl)-pyrrolidin-2-one | 186901-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3R,5S)-3-methyl-5-((5E)-pentadec-5-ene-7,9-diynyl)-pyrrolidin-2-one
• 英文别名: Fischerellin B；(3R,5S)-3-methyl-5-[(E)-pentadec-5-en-7,9-diynyl]pyrrolidin-2-one
• CAS: 186901-41-7
• 化学式: C₂₀H₂₉NO
• 分子量: 299.456
• InChiKey: WZFPWAGQPCLSQP-VVZAMHAXSA-N

物化性质

• 沸点：
  483.5±27.0 °C(Predicted)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3R,5S)-3-methyl-5-((5E)-pentadec-5-ene-7,9-diynyl)-pyrrolidin-2-one 在 sodium tetrahydroborate 、 臭氧 作用下， 以 乙酸乙酯 为溶剂， 反应 1.02h， 生成 2,4-癸二炔-1-醇
  参考文献：
  名称：

  Isolation, identification and determination of the absolute configuration of Fischerellin B. A new algicide from the freshwater cyanobacterium Fischerella muscicola (Thuret)

  摘要：

  A new 2-pyrrolidinone with a polyunsaturated side chain has been identified from the cyanobacterium Fischerella muscicola (Thuret). Its structure was elucidated by UV, NMR and mass spectroscopy. Derivatisation of the natural product and stereocontrolled synthesis of the derivative allowed the determination of the absolute configuration by means of chiral gas chromatography. The new compound, fischerellin B, shows algicidal properties. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02284-8

文献信息

• Isolation, identification and determination of the absolute configuration of Fischerellin B. A new algicide from the freshwater cyanobacterium Fischerella muscicola (Thuret)
  作者：Ulrich Papke、Elisabeth M. Gross、Wittko Francke

  DOI：10.1016/s0040-4039(96)02284-8

  日期：1997.1

  A new 2-pyrrolidinone with a polyunsaturated side chain has been identified from the cyanobacterium Fischerella muscicola (Thuret). Its structure was elucidated by UV, NMR and mass spectroscopy. Derivatisation of the natural product and stereocontrolled synthesis of the derivative allowed the determination of the absolute configuration by means of chiral gas chromatography. The new compound, fischerellin B, shows algicidal properties. Copyright (C) 1996 Elsevier Science Ltd