2-(6-hydroxyhexyl)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione

• 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-(6-hydroxyhexyl)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione
• 英文别名: 2-(6-Hydroxyhexyl)-3a,4,7,7a-tetrahydro-4,7-epoxyisoindole-1,3-dione
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: RPRVRBMFJNPWRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(6-hydroxyhexyl)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione 在 吡啶 、 溶剂黄146 作用下， 以 四氢呋喃 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
• 作为产物：
  描述：

  1,6-己二醇 在 吡啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(6-hydroxyhexyl)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione
  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

• Duplex strand formation using alternating copolymers
  作者：Hiroshi Nakade、M. Firat IlkerCurrent address: Department of、Brian J. Jordan、Oktay Uzun、Nicholas L. LaPointe、E. Bryan Coughlin、Vincent M. Rotello

  DOI：10.1039/b502929e

  日期：——

  The regular arrangement of complementary diaminopyridine-thymine (DAP-THY) on alternating copolymers permits cooperative binding events and the effective formation of well-controlled micrometre-scale aggregates.

  互补二氨基吡啶-胸腺嘧啶（DAP-THY）在交替共聚物上的规则排列可实现协作结合事件，并有效形成良好控制的微米级聚集体。
• Tuning the self-healing behavior of one-component intrinsic polymers
  作者：Julia Kötteritzsch、Martin D. Hager、Ulrich S. Schubert

  DOI：10.1016/j.polymer.2015.03.027

  日期：2015.7

  Novel terpolymers with furan and maleimide units as functional moieties for the reversible crosslinking by the Diels-Alder (DA) reaction with different polar and nonpolar co-monomers and linkers have been prepared for potential applications as self-healing coatings. The synthesized linear one-component systems are able to crosslink via the functional units in the side chain (i.e. furan and maleimide) resulting in a highly crosslinked network. The terpolymers contain different maleimide methacrylates with three different linkers (MIMA 1, MIMA 2, MIMA 3), which vary in the length and the composition of the spacer unit as well as furfuryl methacrylate (FMA) as active units. Moreover, as polar co-monomers hydroxyethyl methacrylate (HEMA), dimethylaminoethyl methacrylate (DMAEMA) as well as 2-(hydroxyethoxy) ethyl methacrylate (DEGMA) and as nonpolar co-monomer butyl methacrylate (BMA) were used. The terpolymers were characterized using H-1 NMR spectroscopy and SEC measurements; the thermal properties were studied by TGA and DSC investigations as well as the self-healing properties by real-time analyses using a microscope equipped with a camera. (C) 2015 Elsevier Ltd. All rights reserved.
• 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.