2-benzylcarbamoylcyclopent-1-enecarboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-benzylcarbamoylcyclopent-1-enecarboxylic acid
• 英文别名: 2-(Benzylcarbamoyl)cyclopentene-1-carboxylic acid
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: WZLRDTCMCPHJLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 2-benzylcarbamoylcyclopent-1-enecarboxylic acid 在 三甲基乙酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 以66%的产率得到2-(Pyrrolidine-1-carbonyl)-cyclopent-1-enecarboxylic acid benzylamide
  参考文献：
  名称：

  A Cyclopent-2-enecarbonyl Group Mimics Proline at the P2 Position of Prolyl Oligopeptidase Inhibitors

  摘要：

  With the aim to replace the natural amino acid proline by a proline mimetic structure, a cyclopent-2-enecarbonyl moiety was studied at the P2 position of prolyl oligopeptidase (POP) inhibitors. The cyclopent-2-enecarbonyl moiety proved to be an excellent proline mimetic at the P2 position of POP inhibitors. The replacement is particularly useful when increased lipophilicity is needed.

  DOI：

  10.1021/jm049503w
• 作为产物：
  描述：

  1-环戊烯-1,2-二羧酸酐 、 苄胺 以 四氢呋喃 为溶剂， 以83%的产率得到2-benzylcarbamoylcyclopent-1-enecarboxylic acid
  参考文献：
  名称：

  A Cyclopent-2-enecarbonyl Group Mimics Proline at the P2 Position of Prolyl Oligopeptidase Inhibitors

  摘要：

  With the aim to replace the natural amino acid proline by a proline mimetic structure, a cyclopent-2-enecarbonyl moiety was studied at the P2 position of prolyl oligopeptidase (POP) inhibitors. The cyclopent-2-enecarbonyl moiety proved to be an excellent proline mimetic at the P2 position of POP inhibitors. The replacement is particularly useful when increased lipophilicity is needed.

  DOI：

  10.1021/jm049503w

文献信息

• A Cyclopent-2-enecarbonyl Group Mimics Proline at the P2 Position of Prolyl Oligopeptidase Inhibitors
  作者：Elina M. Jarho、Jarkko I. Venäläinen、Juhani Huuskonen、Johannes A. M. Christiaans、J. Arturo Garcia-Horsman、Markus M. Forsberg、Tomi Järvinen、Jukka Gynther、Pekka T. Männistö、Erik A. A. Wallén

  DOI：10.1021/jm049503w

  日期：2004.11.1

  With the aim to replace the natural amino acid proline by a proline mimetic structure, a cyclopent-2-enecarbonyl moiety was studied at the P2 position of prolyl oligopeptidase (POP) inhibitors. The cyclopent-2-enecarbonyl moiety proved to be an excellent proline mimetic at the P2 position of POP inhibitors. The replacement is particularly useful when increased lipophilicity is needed.