1,3,3-trimethyl-2-((1E,3E)-4-(N-phenylacetamido)buta-1,3-dien-1-yl)-3H-indolium chloride | 1127303-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3,3-trimethyl-2-((1E,3E)-4-(N-phenylacetamido)buta-1,3-dien-1-yl)-3H-indolium chloride
• 英文别名: 1,3,3-trimethyl-2-((1E,3E)-4-(N-phenylacetamido)buta-1,3-dienyl)-3H-indolium chloride
• CAS: 1127303-67-6
• 化学式: C₂₃H₂₅N₂O*Cl
• 分子量: 380.917
• InChiKey: UTKFHKJKNLJPSC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  23.32
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,3,3-trimethyl-2-((1E,3E)-4-(N-phenylacetamido)buta-1,3-dien-1-yl)-3H-indolium chloride 在 吡啶 、 4-二甲氨基吡啶 、 苯甲醚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 31.83h， 生成
  参考文献：
  名称：

  Storable Arylpalladium(II) Reagents for Alkene Labeling in Aqueous Media

  摘要：

  We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.

  DOI：

  10.1021/ja206339s
• 作为产物：
  描述：

  1,3,3-三甲基-2-亚甲基吲哚啉 、 盐酸-N-(3-苯氨基-2-丙烯亚基)苯胺 在 乙酸酐 、 溶剂黄146 作用下， 反应 0.75h， 以52%的产率得到1,3,3-trimethyl-2-((1E,3E)-4-(N-phenylacetamido)buta-1,3-dien-1-yl)-3H-indolium chloride
  参考文献：
  名称：

  Storable Arylpalladium(II) Reagents for Alkene Labeling in Aqueous Media

  摘要：

  We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.

  DOI：

  10.1021/ja206339s

文献信息

• Reversible Synthesis and Characterization of Dynamic Imino Analogues of Trimethine and Pentamethine Cyanine Dyes
  作者：Kamel Meguellati、Martin Spichty、Sylvain Ladame

  DOI：10.1021/ol802913b

  日期：2009.3.5

  A new family of unsymmetrical imine-based trimethine and pentamethine cyanine dye analogues is reported that can form under reversible and thermodynamically controlled conditions from non- or weakly emissive amine and aldehyde building blocks. These dynamic fluorophores show spectroscopic properties comparable to those of their parent cyanine dyes and are responsive to external effectors.