2,5-Bis(2-ethylhexyl)-1-phenyl-4-thiophen-2-ylpyrrolo[3,4-c]pyrrole-3,6-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 2,5-Bis(2-ethylhexyl)-1-phenyl-4-thiophen-2-ylpyrrolo[3,4-c]pyrrole-3,6-dione
• 英文别名: 2,5-bis(2-ethylhexyl)-1-phenyl-4-thiophen-2-ylpyrrolo[3,4-c]pyrrole-3,6-dione
• 化学式: C₂₂H₂₉N₄O₇PolS
• 分子量: 518.8
• InChiKey: HKRWPUQJXIRIGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氟-4-氯-5-硝基苯甲酸 、 2,5-Bis(2-ethylhexyl)-1-phenyl-4-thiophen-2-ylpyrrolo[3,4-c]pyrrole-3,6-dione 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 4-ethyl-7-nitro-8-piperidin-1-yl-2,3-dihydro-1H-1,4-benzodiazepin-5-one
  参考文献：
  名称：

  4,7,8-三取代的1,2,3,4-四氢苯并[ e ] [1,4]二氮杂-5-酮的固相合成

  摘要：

  描述了使用聚苯乙烯树脂固相合成1,2,3,4-四氢-苯并[ e ] [1,4]二氮杂-5-酮。起始原料是聚合物负载的1,2-二氨基乙烷，并且作为关键的合成子，使用了4-氯-2-氟-5-硝基苯甲酸。该合成方法允许制备在4和8位具有可变取代基的衍生物。另外，当硝基被还原并且制备了一些苯稠合的杂环时，骨架多样性增加。尽管观察到多种目标衍生物的局限性，但二氮杂ze酮向苯二恶唑酮骨架的扩展也成功。

  DOI：

  10.1021/co300121d
• 作为产物：
  描述：

  1-butyl-5-fluoroindoline-2,3-dione 在 三乙酰氧基硼氢化钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2,5-Bis(2-ethylhexyl)-1-phenyl-4-thiophen-2-ylpyrrolo[3,4-c]pyrrole-3,6-dione
  参考文献：
  名称：

  Novel preloaded resins for solid-phase biotinylation of carboxylic acids

  摘要：

  Use of solid-phase synthesis for the derivatization of carboxylic acids with biotinylated spacers consisting of ethylenoxy units is described. An aminomethylated resin provided with an acid-labile aldehyde linker is used as the polymer support and three different systems with a reactive amino group are introduced. Acylation of each system was tested with a set of model carboxylic acids and afforded crude products of excellent purity. The preloaded resins are similar to the Biotin-PEG-NovaTagTM resin but offer several advantages including simple elongation of the spacer arm. The protocols described represent a very efficient way of modifying compounds to obtain ligands for affinity chromatography studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.115

文献信息

• O- and N-alkylated diketopyrrolopyrrole derivatives
  作者：Štěpán Frebort、Zdeněk Eliáš、Antonín Lyčka、Stanislav Luňák、Jan Vyňuchal、Lubomír Kubáč、Radim Hrdina、Ladislav Burgert

  DOI：10.1016/j.tetlet.2011.08.113

  日期：2011.11

  The alkylation of 3-phenyl-6-(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4-dione with 1-bromo-2-ethylhexane was performed. Besides the expected N,N′-dialkylated product, both possible N,O-dialkyl derivatives were isolated and identified for the first time. The position of the alkyl substituents in all three dialkylated isomers was determined by 2D 1H and 13C NMR spectroscopy.

  进行3-苯基-6-（2-噻吩基）吡咯并[3，4- c ]吡咯-1，4-二酮与1-溴-2-乙基己烷的烷基化。除预期的N，N'-二烷基化产物外，首次分离并鉴定了两种可能的N，O-二烷基衍生物。通过2D 1 H和13 C NMR光谱法确定所有三个二烷基化异构体中烷基取代基的位置。
• Novel preloaded resins for solid-phase biotinylation of carboxylic acids
  作者：Nadezda Cankarova、Petr Funk、Jan Hlavac、Miroslav Soural

  DOI：10.1016/j.tetlet.2011.08.115

  日期：2011.11

  Use of solid-phase synthesis for the derivatization of carboxylic acids with biotinylated spacers consisting of ethylenoxy units is described. An aminomethylated resin provided with an acid-labile aldehyde linker is used as the polymer support and three different systems with a reactive amino group are introduced. Acylation of each system was tested with a set of model carboxylic acids and afforded crude products of excellent purity. The preloaded resins are similar to the Biotin-PEG-NovaTagTM resin but offer several advantages including simple elongation of the spacer arm. The protocols described represent a very efficient way of modifying compounds to obtain ligands for affinity chromatography studies. (C) 2011 Elsevier Ltd. All rights reserved.
• Solid-Phase Synthesis of 4,7,8-Trisubstituted 1,2,3,4-Tetrahydro-benzo[<i>e</i>][1,4]diazepin-5-ones
  作者：Barbora Lemrová、Miroslav Soural

  DOI：10.1021/co300121d

  日期：2012.12.10

  synthetic approach allows the preparation of derivatives with variable substitution at positions 4 and 8. Additionally, a skeletal diversity was increased when the nitro group was reduced and some benzene fused heterocycles were prepared. An expansion of a diazepinone to a benzodiazocinone scaffold was also successful although some limitations in a diversity of target derivatives were observed.

  描述了使用聚苯乙烯树脂固相合成1,2,3,4-四氢-苯并[ e ] [1,4]二氮杂-5-酮。起始原料是聚合物负载的1,2-二氨基乙烷，并且作为关键的合成子，使用了4-氯-2-氟-5-硝基苯甲酸。该合成方法允许制备在4和8位具有可变取代基的衍生物。另外，当硝基被还原并且制备了一些苯稠合的杂环时，骨架多样性增加。尽管观察到多种目标衍生物的局限性，但二氮杂ze酮向苯二恶唑酮骨架的扩展也成功。