8-methyl-5'-succinimido-1',3',3'-trimethyl-spiro-[2H-1-benzopyran-2,2'-indoline]

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 8-methyl-5'-succinimido-1',3',3'-trimethyl-spiro-[2H-1-benzopyran-2,2'-indoline]
• 英文别名: 1-(1',3',3',8-Tetramethylspiro[chromene-2,2'-indole]-5'-yl)pyrrolidine-2,5-dione
• 化学式: C₂₄H₂₄N₂O₃
• 分子量: 388.466
• InChiKey: ANWRNVSTLHOZBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氨基-2-亚甲基-1,3,3-三甲基二氢吲哚 在 4-二甲氨基吡啶 、 达卡巴嗪 、 Wang resin 作用下， 以 四氢呋喃 为溶剂， 反应 45.0h， 生成 8-methyl-5'-succinimido-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

文献信息

• Indolinospiropyran compounds and methods for their manufacture
  申请人：——

  公开号：US20020087010A1

  公开（公告）日：2002-07-04

  The present invention provides indolinospiropyran compounds and methods for their manufacture, which compounds are useful as photochromic compounds. The compounds of the invention are substituted on the indole ring with succinimide, which substitution permits ring opening of the succinimide and modulation of the bulk and photochromic properties of the compounds. The compounds may be conveniently prepared using the solid phase organic synthesis of the invention.

  本发明提供了吲哚螺吡喃化合物及其制备方法，这些化合物可用作光致变色化合物。本发明的化合物在吲哚环上被琥珀酰亚胺取代，这种取代允许琥珀酰亚胺环开启并调节化合物的体积和光致变色性质。该化合物可以方便地使用本发明的固相有机合成方法制备。
• INDOLINOSPIROPYRAN COMPOUNDS AND METHODS FOR THEIR MANUFACTURE
  申请人：Johnson & Johnson Vision Care, Inc.

  公开号：EP1299391B1

  公开（公告）日：2004-12-29
• US6521753B1
  申请人：——

  公开号：US6521753B1

  公开（公告）日：2003-02-18
• US6803471B2
  申请人：——

  公开号：US6803471B2

  公开（公告）日：2004-10-12
• 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.