2,5-dioxopyrrolidin-1-yl (2S,3S)-3-methyl-2-(2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetamido)pentanoate | 1391829-77-8

• 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: 2,5-dioxopyrrolidin-1-yl (2S,3S)-3-methyl-2-(2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetamido)pentanoate
• CAS: 1391829-77-8
• 化学式: C₂₂H₃₂N₂O₆
• 分子量: 420.506
• InChiKey: KTIORGAZRCVWGR-VPBYIHTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.47
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  109.85
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N6-(11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbonyl)-L-lysine 、 2,5-dioxopyrrolidin-1-yl (2S,3S)-3-methyl-2-(2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetamido)pentanoate 在 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以352 mg的产率得到
  参考文献：
  名称：

  Rational design and efficient synthesis of a fluorescent-labeled jasmonate

  摘要：

  A fluorescent-labeled jasmonate was rationally designed based on examination of the model of interaction between the jasmonate and its receptor. An efficient synthetic route has been developed for this molecule. The biological activity of this fluorescent probe was retained which was similar to that of the methyl jasmonate as examined by root growth inhibition bioassay. This fluorescent probe will greatly facilitate biological studies of jasmonates through fluorescent imaging. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.006
• 作为产物：
  描述：

  methyl jasmonate 在 4-二甲氨基吡啶 、 lithium hydroxide monohydrate 、 碳酸氢钠 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 2,5-dioxopyrrolidin-1-yl (2S,3S)-3-methyl-2-(2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetamido)pentanoate
  参考文献：
  名称：

  Rational design and efficient synthesis of a fluorescent-labeled jasmonate

  摘要：

  A fluorescent-labeled jasmonate was rationally designed based on examination of the model of interaction between the jasmonate and its receptor. An efficient synthetic route has been developed for this molecule. The biological activity of this fluorescent probe was retained which was similar to that of the methyl jasmonate as examined by root growth inhibition bioassay. This fluorescent probe will greatly facilitate biological studies of jasmonates through fluorescent imaging. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.006