4-(5-chloro-3-hydroxy-2-oxoindolin-3-yl)benzenesulfonamide | 1243153-54-9

• 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: 4-(5-chloro-3-hydroxy-2-oxoindolin-3-yl)benzenesulfonamide
• CAS: 1243153-54-9
• 化学式: C₁₄H₁₁ClN₂O₄S
• 分子量: 338.771
• InChiKey: WIDCQTRHZBRQGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  109.49
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[氨基(二甲基)甲硅烷基]-2-甲基丙烷 、 4-(5-chloro-3-hydroxy-2-oxoindolin-3-yl)benzenesulfonamide 在 titanium(IV) isopropylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  A Concise Silylamine Approach to 2-Amino-3-hydroxy-indoles with Potent in vivo Antimalaria Activity

  摘要：

  The development of a concise strategy to access 2-amino-3-hydroxy-indoles, which are disclosed as novel antimalarials with potent in vivo activity, is reported. Starting from isatins the target compounds are synthesized in 2 steps and in good yields via oxoindole intermediates by employing tert-butyldimethylsilyl amine (TBDMSNH(2)) as previously unexplored ammonia equivalent.

  DOI：

  10.1021/ol101566h
• 作为产物：
  描述：

  5-氯靛红 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 生成 4-(5-chloro-3-hydroxy-2-oxoindolin-3-yl)benzenesulfonamide
  参考文献：
  名称：

  A Concise Silylamine Approach to 2-Amino-3-hydroxy-indoles with Potent in vivo Antimalaria Activity

  摘要：

  The development of a concise strategy to access 2-amino-3-hydroxy-indoles, which are disclosed as novel antimalarials with potent in vivo activity, is reported. Starting from isatins the target compounds are synthesized in 2 steps and in good yields via oxoindole intermediates by employing tert-butyldimethylsilyl amine (TBDMSNH(2)) as previously unexplored ammonia equivalent.

  DOI：

  10.1021/ol101566h

文献信息

• A Concise Silylamine Approach to 2-Amino-3-hydroxy-indoles with Potent <i>in vivo</i> Antimalaria Activity
  作者：Sameer Urgaonkar、Joseph F. Cortese、Robert H. Barker、Mandy Cromwell、Adelfa E. Serrano、Dyann F. Wirth、Jon Clardy、Ralph Mazitschek

  DOI：10.1021/ol101566h

  日期：2010.9.17

  The development of a concise strategy to access 2-amino-3-hydroxy-indoles, which are disclosed as novel antimalarials with potent in vivo activity, is reported. Starting from isatins the target compounds are synthesized in 2 steps and in good yields via oxoindole intermediates by employing tert-butyldimethylsilyl amine (TBDMSNH(2)) as previously unexplored ammonia equivalent.