methyl 4a-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-4,9-dihydro-3H-pyrido[3,4-b]indole-2-carboxylate | 557086-56-3

• 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: methyl 4a-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-4,9-dihydro-3H-pyrido[3,4-b]indole-2-carboxylate
• CAS: 557086-56-3
• 化学式: C₁₆H₁₇N₅O₄
• 分子量: 343.342
• InChiKey: NJQKTTNNLHWCMQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  94.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 4a-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-4,9-dihydro-3H-pyrido[3,4-b]indole-2-carboxylate 以 二氯甲烷 为溶剂， 反应 30.0h， 以68%的产率得到1,2,3,4-tetrahydro-2-methoxycarbonyl-β-carboline
  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：

  1,2,3,4-tetrahydro-2-methoxycarbonyl-β-carboline 、 4-甲基-1,2,4-三吖啉-3,5-二酮 以 甲醇 为溶剂， 反应 2.0h， 以88%的产率得到methyl 4a-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-4,9-dihydro-3H-pyrido[3,4-b]indole-2-carboxylate
  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