methyl 2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yloxy)acrylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: methyl 2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yloxy)acrylate
• 英文别名: methyl (Z)-3-[(3,4-dichloro-5-oxo-2H-furan-2-yl)oxy]-2-(1,3-dioxoisoindol-2-yl)prop-2-enoate
• 化学式: C₁₆H₉Cl₂NO₇
• 分子量: 398.156
• InChiKey: AFMVMMMHQRDOKG-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-二氯-5-羟基-5H-呋喃-2-酮 、 3-oxo-2-phthalimido-propionic acid methyl ester 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以35%的产率得到methyl 2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yloxy)acrylate
  参考文献：
  名称：

  N-Phthaloylglycine-Derived Strigol Analogues. Influence of the D-Ring on Seed Germination Activity of the Parasitic Weeds Striga hermonthica and Orobanche crenata

  摘要：

  Several strigol analogues with modifications in the D-ring were synthesized and assayed for germination stimulatory activity of seeds of Striga hermonthica and Orobanche crenata. All of these D-ring analogues are derived from N-phthaloylglycine as the common ABC-fragment. It was concluded that the correct structure of the 2(5H)-furanone D-ring is essential to retain full biological activity.

  DOI：

  10.1021/jf9604652

文献信息

• <i>N</i>-Phthaloylglycine-Derived Strigol Analogues. Influence of the D-Ring on Seed Germination Activity of the Parasitic Weeds <i>Striga hermonthica</i> and <i>Orobanche crenata</i>
  作者：Jan Willem J. F. Thuring、Harry H. Bitter、Margreet M. de Kok、Gérard H. L. Nefkens、Annemiek M. D. A. van Riel、Binne Zwanenburg

  DOI：10.1021/jf9604652

  日期：1997.6.1

  Several strigol analogues with modifications in the D-ring were synthesized and assayed for germination stimulatory activity of seeds of Striga hermonthica and Orobanche crenata. All of these D-ring analogues are derived from N-phthaloylglycine as the common ABC-fragment. It was concluded that the correct structure of the 2(5H)-furanone D-ring is essential to retain full biological activity.