4-Oxo-4-[(1,3,3-trimethyl-2-methylideneindol-5-yl)amino]butanoic acid | 378234-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-Oxo-4-[(1,3,3-trimethyl-2-methylideneindol-5-yl)amino]butanoic acid
• CAS: 378234-49-2
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: UTSPMCQEOMBNEF-UHFFFAOYSA-N

物化性质

• 沸点：
  524.0±50.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Oxo-4-[(1,3,3-trimethyl-2-methylideneindol-5-yl)amino]butanoic acid 在 4-二甲氨基吡啶 、 四丁基溴化铵 、 碳酸氢钠 、 达卡巴嗪 、 三乙胺 、 Wang resin 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 40.5h， 生成 5'-(3-carboxypropionamido)-6,8-diiodo-1',3',3'-trimethyl-spiro-[2H-1-benzopyran-2,2'-indoline]
  参考文献：
  名称：

  Solid-Phase Synthesis of Photochromic Spiropyrans

  摘要：

  A convenient solid-phase synthesis of spiropyrans is described. A succinate linker was employed, which allows base-catalyzed cleavage of the desired photochromophore derivatized with a succinimide. Excellent yields and purities were obtained for the compounds that comprise a library of 23 spiropyrans. Opening of the succinimide ring in spiropyran could be realized under mild conditions.

  DOI：

  10.1021/ol050302b
• 作为产物：
  描述：

  丁二酸酐 、 5-氨基-2-亚甲基-1,3,3-三甲基二氢吲哚 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 4-Oxo-4-[(1,3,3-trimethyl-2-methylideneindol-5-yl)amino]butanoic acid
  参考文献：
  名称：

  Solid-Phase Synthesis of Photochromic Spiropyrans

  摘要：

  A convenient solid-phase synthesis of spiropyrans is described. A succinate linker was employed, which allows base-catalyzed cleavage of the desired photochromophore derivatized with a succinimide. Excellent yields and purities were obtained for the compounds that comprise a library of 23 spiropyrans. Opening of the succinimide ring in spiropyran could be realized under mild conditions.

  DOI：

  10.1021/ol050302b

文献信息

• Solid-Phase Synthesis of Photochromic Spiropyrans
  作者：Weili Zhao、Erick M. Carreira

  DOI：10.1021/ol050302b

  日期：2005.4.14

  A convenient solid-phase synthesis of spiropyrans is described. A succinate linker was employed, which allows base-catalyzed cleavage of the desired photochromophore derivatized with a succinimide. Excellent yields and purities were obtained for the compounds that comprise a library of 23 spiropyrans. Opening of the succinimide ring in spiropyran could be realized under mild conditions.