1-(6,7,8,9,10,11-hexahydro-11aH-cycloocta[b]indol-11a-yl)-4-methyl-1,2,4-triazolidine-3,5-dione | 557086-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-(6,7,8,9,10,11-hexahydro-11aH-cycloocta[b]indol-11a-yl)-4-methyl-1,2,4-triazolidine-3,5-dione
• CAS: 557086-52-9
• 化学式: C₁₇H₂₀N₄O₂
• 分子量: 312.371
• InChiKey: WLNTYHDLFQMSRO-UHFFFAOYSA-N

物化性质

• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(6,7,8,9,10,11-hexahydro-11aH-cycloocta[b]indol-11a-yl)-4-methyl-1,2,4-triazolidine-3,5-dione 以 氘代氯仿 为溶剂， 生成 1-[(5aE)-5,7,8,9,10,11-hexahydrocycloocta[b]indol-11a-yl]-4-methyl-1,2,4-triazolidine-3,5-dione
  参考文献：
  名称：

  The First Method for Protection−Deprotection of the Indole 2,3-π Bond

  摘要：

  [GRAPHIC]The scope and generality of a new reaction of indoles with MTAD is discussed. In most cases the ene-type reaction proceeds within seconds or minutes at 0 degreesC to provide the urazole adducts in high yield. This reaction provides the first method for protecting the indole 2,3-double bond since the urazole adducts can be reconverted to the starting indole (retro-ene) simply by heating.

  DOI：

  10.1021/ol034634x
• 作为产物：
  描述：

  4-甲基-1,2,4-三吖啉-3,5-二酮 、 吲哚(2,3-B)环辛烯 以 二氯甲烷 为溶剂， 反应 0.25h， 以80%的产率得到1-(6,7,8,9,10,11-hexahydro-11aH-cycloocta[b]indol-11a-yl)-4-methyl-1,2,4-triazolidine-3,5-dione
  参考文献：
  名称：

  The First Method for Protection−Deprotection of the Indole 2,3-π Bond

  摘要：

  [GRAPHIC]The scope and generality of a new reaction of indoles with MTAD is discussed. In most cases the ene-type reaction proceeds within seconds or minutes at 0 degreesC to provide the urazole adducts in high yield. This reaction provides the first method for protecting the indole 2,3-double bond since the urazole adducts can be reconverted to the starting indole (retro-ene) simply by heating.

  DOI：

  10.1021/ol034634x