5-nitro-7-nitrosoindoline

• 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: 5-nitro-7-nitrosoindoline
• 英文别名: 5-Nitro-7-nitrosoindoline；5-nitro-7-nitroso-2,3-dihydro-1H-indole
• 化学式: C₈H₇N₃O₃
• 分子量: 193.162
• InChiKey: SVTVSJGRNIPFGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  哌啶 、 N-(9-fluorenylmethoxycarbonyl)-5,7-dinitroindoline 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以72%的产率得到(9H-氟-9-基)甲基哌啶-1-羧酸酯
  参考文献：
  名称：

  Photochemical Protection of Amines with Cbz and Fmoc Groups

  摘要：

  The photochemical conversion of amines into carbamates was achieved using N-Cbz- N-Fmoc-, and N-Boc-5,7-dinitroindolines. This reaction allows the protection of amines in neutral medium. Primary and unhindered secondary amines were protected to yield their benzyloxycarbonyl- and 9-fluorenylmethoxycarbonyl derivatives efficiently, whereas bulky amines or anilines gave low yields or no product. On the other hand, the formation of N-Boc compounds, although possible, proceeded only with low yields.

  DOI：

  10.1021/jo026581n

文献信息

• Photochemical Protection of Amines with Cbz and Fmoc Groups
  作者：Céline Helgen、Christian G. Bochet

  DOI：10.1021/jo026581n

  日期：2003.3.1

  The photochemical conversion of amines into carbamates was achieved using N-Cbz- N-Fmoc-, and N-Boc-5,7-dinitroindolines. This reaction allows the protection of amines in neutral medium. Primary and unhindered secondary amines were protected to yield their benzyloxycarbonyl- and 9-fluorenylmethoxycarbonyl derivatives efficiently, whereas bulky amines or anilines gave low yields or no product. On the other hand, the formation of N-Boc compounds, although possible, proceeded only with low yields.