2-[3-Cyano-4-[4-[6-(1,3-dioxo-3a,4,7,7a-tetrahydro-4,7-epoxyisoindol-2-yl)hexyl-propylamino]phenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile | 913733-36-5

• 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: 2-[3-Cyano-4-[4-[6-(1,3-dioxo-3a,4,7,7a-tetrahydro-4,7-epoxyisoindol-2-yl)hexyl-propylamino]phenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
• 英文别名: 2-[3-cyano-4-[4-[6-(1,3-dioxo-3a,4,7,7a-tetrahydro-4,7-epoxyisoindol-2-yl)hexyl-propylamino]phenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
• CAS: 913733-36-5
• 化学式: C₃₃H₃₅N₅O₄
• 分子量: 565.672
• InChiKey: NKOHVXNDRDDUHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[3-Cyano-4-[4-[6-(1,3-dioxo-3a,4,7,7a-tetrahydro-4,7-epoxyisoindol-2-yl)hexyl-propylamino]phenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile 以 xylene 为溶剂， 以72%的产率得到2-[3-Cyano-4-[4-[6-(2,5-dioxopyrrol-1-yl)hexyl-propylamino]phenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
  参考文献：
  名称：

  Improved synthesis of DCDHF fluorophores with maleimide functional groups

  摘要：

  A group of dicyanodihydrofuran (DCDHF) fluorophores with thiol-reactive maleimide functionality has been synthesized. One of the methods involves aromatic nucleophilic substitution reaction between an arylfluoride containing DCDHF and an amine containing protected maleimide. An alternative and generally useful method involves combination of the Mitsunobu reaction of a DCDHF-OH with a furan or 2-methylfuran protected maleimide and then subsequent retro Diels-Alder reaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.142
• 作为产物：
  描述：

  (6-hydroxyhexyl)tosylate 在 吡啶 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2-[3-Cyano-4-[4-[6-(1,3-dioxo-3a,4,7,7a-tetrahydro-4,7-epoxyisoindol-2-yl)hexyl-propylamino]phenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
  参考文献：
  名称：

  Improved synthesis of DCDHF fluorophores with maleimide functional groups

  摘要：

  A group of dicyanodihydrofuran (DCDHF) fluorophores with thiol-reactive maleimide functionality has been synthesized. One of the methods involves aromatic nucleophilic substitution reaction between an arylfluoride containing DCDHF and an amine containing protected maleimide. An alternative and generally useful method involves combination of the Mitsunobu reaction of a DCDHF-OH with a furan or 2-methylfuran protected maleimide and then subsequent retro Diels-Alder reaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.142

文献信息

• Improved synthesis of DCDHF fluorophores with maleimide functional groups
  作者：Zhikuan Lu、Ryan Weber、Robert J. Twieg

  DOI：10.1016/j.tetlet.2006.07.142

  日期：2006.10

  A group of dicyanodihydrofuran (DCDHF) fluorophores with thiol-reactive maleimide functionality has been synthesized. One of the methods involves aromatic nucleophilic substitution reaction between an arylfluoride containing DCDHF and an amine containing protected maleimide. An alternative and generally useful method involves combination of the Mitsunobu reaction of a DCDHF-OH with a furan or 2-methylfuran protected maleimide and then subsequent retro Diels-Alder reaction. (c) 2006 Elsevier Ltd. All rights reserved.