2-(pentan-3-yl)isoindoline-1,3-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-(pentan-3-yl)isoindoline-1,3-dione
• 英文别名: N-neopentyl-3-phthalimide；2-Pentan-3-ylisoindole-1,3-dione
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: NBIGXGWZNBRNBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-戊醇 、 potassium phtalimide 在 (氯亚甲基)二甲基氯化铵 作用下， 生成 2-(pentan-3-yl)isoindoline-1,3-dione
  参考文献：
  名称：

  （烷氧基亚甲基）二甲基氯化铵的亲核取代反应。

  摘要：

  描述了在Mitsunobu反应中使用亚氨酸酯作为偶氮二羧酸二乙酯和三苯基膦的潜在替代物。使一系列仲醇与由二甲基甲酰胺（DMF）和草酰氯生成的（氯亚甲基）二甲基氯化铵反应，得到亚氨酸酯。这些盐与苯甲酸钾或邻苯二甲酰亚胺钾的反应以极好的收率得到了S（N）2取代的产物，且立体化学清晰易懂。讨论了反应条件的优化，作为通过减少所需亲核试剂的量来增加该方法的原子经济性的手段。

  DOI：

  10.1021/jo980583j

文献信息

• Dicyclopentyl azodicarboxylate (DCpAD): A new alternative azo-reagent for the Mitsunobu reaction
  作者：Jian Hai Yang、Li Yan Dai、Xiao Zhong Wang、Ying Qi Chen

  DOI：10.1016/j.cclet.2011.03.017

  日期：2011.9

  Dicyclopentyl azodicarboxylate is introduced as a new azo-reagent which can be conveniently prepared in two steps and be used in the Mitsunobu reaction. Though there are no distinct difference of reactivity between DCpAD and DEAD, the former is a more preferable azo-reagent for its stability.

  引入偶氮二羧酸二环戊酯作为一种新型的偶氮试剂，可以方便地分两步制备并用于Mitsunobu反应。尽管DCpAD和DEAD之间没有明显的反应性差异，但是前者由于其稳定性是更优选的偶氮试剂。
• Di-p-nitrobenzyl azodicarboxylate (DNAD): an alternative azo-reagent for the Mitsunobu reaction
  作者：Jianhai Yang、Liyan Dai、Xiaozhong Wang、Yingqi Chen

  DOI：10.1016/j.tet.2010.12.036

  日期：2011.2

  Di-p-nitrobenzyl azodicarboxylate is prepared in 83.6% yield in two steps as a bright yellow solid, which can be used as an azo-reagent in the Mitsunobu reaction. When a chiral secondary alcohol was used, sufficient configurational inversion of alcohol occurred under Mitsunobu conditions. That the hydrazine produced from DNAD is semisoluble in some solvents such as THF and CH2Cl2 makes it separated

  分两步制备呈亮黄色固体的二对硝基苄基偶氮二羧酸酯，产率为83.6％，可以用作Mitsunobu反应中的偶氮试剂。当使用手性仲醇时，在Mitsunobu条件下发生足够的构型醇转化。由DNAD产生的肼在某些溶剂（如THF和CH 2 Cl 2）中可半溶，因此仅通过过滤即可将其轻松从反应混合物中分离出来。然后可以将回收的肼化合物重新暴露于氧化剂以产生DNAD。由于DNAD在环境温度下比DIAD更稳定并且易于分离，因此它是Mitsunobu反应的良好替代偶氮试剂。
• N-Alkylphthalimides: Structural Requirement of Thalidomidal Action on 12-O-Tetradecanoylphorbol-13-acetate-Induced Tumor Necrosis Factor .ALPHA. production by Human Leukemia HL-60 Cells.
  作者：Yoshihiro SHIBATA、Mizue SHICHITA、Keizo SASAKI、Koji NISHIMURA、Yuichi HASHIMOTO、Shigeo IWASAKI

  DOI：10.1248/cpb.43.177

  日期：——

  Phthalimide analogs N-substituted with n-butyl, (tert)___--butyl, hexyl and adamantyl groups were designed and prepared as simplified analogs of thalidomide and methylthalidomide. All the compounds prepared except N-n-butylphthalimide showed thalidomidal activity on 12-0-tetradecanoylphorbol-13-acetate-induced tumor necrosis factor (TNF)-α production by human leukemia HL-60 cells. Among the investigated compounds, including thalidomide and methylthalidomide, N-adamantylphthalimide showed the most potent TNF-α production-enhancing activity.

  以正丁基、（叔）___-丁基、己基和阿达曼基为N取代基的唑啉酰胺类化合物被设计和制备为沙利度胺和甲基沙利度胺的简化类似物。除N-正丁基唑啉酰胺外，所有已制备的化合物均显示出沙利度胺在12-0-十四酸酯诱导的人类白血 leukemia HL-60 细胞产生肿瘤坏死因子（TNF）-α 的活性。在所研究的化合物中，包括沙利度胺和甲基沙利度胺，N-阿达曼基唑啉酰胺表现出最强的增强TNF-α 生成活性。
• BINDER RESIN FOR ELECTRODES, ELECTRODE MIXTURE PASTE, ELECTRODE AND METHOD FOR PRODUCING ELECTRODE
  申请人：UBE INDUSTRIES, LTD.

  公开号：US20200172731A1

  公开（公告）日：2020-06-04

  A binder resin for electrodes consisting of a polyimide-based resin having a melting point of 300° C. or lower, an electrode mixture paste including the binder resin for electrodes, an electrode active material, and a solvent; and an electrode including an electrode mixture layer including the binder resin for electrodes and an electrode active material; and a method for producing the electrode.
• US6858070B1
  申请人：——

  公开号：US6858070B1

  公开（公告）日：2005-02-22