2-(6-hydroxyhexyl)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione | 863305-39-9

• 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
• CAS: 863305-39-9
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: RPRVRBMFJNPWRN-IWDIQUIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

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 、 Thioctic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以59%的产率得到6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexyl 5-(1,2-dithiolan-3-yl)pentanoate
  参考文献：
  名称：

  Two Colors of Light Are Needed to Break Bonds and Release Small Molecules from the Surface of SiO₂–Au Core–Shell Nanoparticles

  摘要：

  The photothermal effect is not able to break bonds and release small molecules from the surface of SiO2-Au core-shell nanoparticles unless the nanosystem is first exposed to visible light. Only after this light triggers the ring-opening reaction of dithienylethene chromophores attached to the surface of the nanoparticles can the heat generated by the NIR light induce reverse Diels-Alder reactions.

  DOI：

  10.1021/ja513210s
• 作为产物：
  描述：

  6-氨基-1-己醇 在 碳酸氢钠 作用下， 以 水 、 苯 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：

  Orthogonal functionalization of a fullerene building block through copper-catalyzed alkyne–azide and thiol–maleimide click reactions

  摘要：

  In this study, the synthesis of an orthogonally clickable fullerene building block mono-adduct bearing on one side an alkyne unit and a maleimide moiety on the other side is presented. This derivative has been involved in CuAAC and thiol-maleimide click reactions using stepwise or one-pot processes with benzyl azide and 1-octanethiol. The one-pot process involving the CuAAC reaction followed by the thiol maleimide conjugation gives the highest yield. This new platform could pave the way for the synthesis of a wide range of fullerene derivatives exploiting this set of orthogonal reactions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.086