tert-butyl (2-(3-hydroxyl-2-oxoindolin-3-yl)-1-(4-(trifluoromethyl)phenyl)ethyl)carbamate

• 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: tert-butyl (2-(3-hydroxyl-2-oxoindolin-3-yl)-1-(4-(trifluoromethyl)phenyl)ethyl)carbamate
• 英文别名: tert-butyl N-[2-(3-hydroxy-2-oxo-1H-indol-3-yl)-1-[4-(trifluoromethyl)phenyl]ethyl]carbamate
• 化学式: C₂₂H₂₃F₃N₂O₄
• 分子量: 436.431
• InChiKey: LCGLDTJQONTUJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-亚甲基氧化吲哚 、 N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride 在 sodium tetrahydroborate 、 碳酸氢钠 、 nickel dichloride 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 16.5h， 生成 tert-butyl (2-(3-hydroxyl-2-oxoindolin-3-yl)-1-(4-(trifluoromethyl)phenyl)ethyl)carbamate
  参考文献：
  名称：

  Efficient assembly of 3-substituted oxindole-based isoxazolines leading to the synthesis of (±)-flustraminol-B and related natural product building blocks

  摘要：

  An efficient synthesis of oxindole-based isoxazolines has been developed and the resulting spirocyclic intermediates have been elaborated to synthetically versatile 3-hydroxy-3-alkyl oxindole building blocks such as the 3-hydroxy-3-methylenecyano-2-oxindoles (6) and gamma-amino alcohols (12). Utility of this methodology is demonstrated through the synthesis of pyrrolo[2,3-b]indolines including the marine natural product (+/-)-flustraminol-B. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.005

文献信息

• Efficient assembly of 3-substituted oxindole-based isoxazolines leading to the synthesis of (±)-flustraminol-B and related natural product building blocks
  作者：Anand Singh、Gregory P. Roth

  DOI：10.1016/j.tetlet.2012.07.005

  日期：2012.9

  An efficient synthesis of oxindole-based isoxazolines has been developed and the resulting spirocyclic intermediates have been elaborated to synthetically versatile 3-hydroxy-3-alkyl oxindole building blocks such as the 3-hydroxy-3-methylenecyano-2-oxindoles (6) and gamma-amino alcohols (12). Utility of this methodology is demonstrated through the synthesis of pyrrolo[2,3-b]indolines including the marine natural product (+/-)-flustraminol-B. (C) 2012 Elsevier Ltd. All rights reserved.