1H-Indole-2,3-dione, 1-(trimethylsilyl)- | 959025-61-7

• 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: 1H-Indole-2,3-dione, 1-(trimethylsilyl)-
• 英文别名: 1-trimethylsilylindole-2,3-dione
• CAS: 959025-61-7
• 化学式: C₁₁H₁₃NO₂Si
• 分子量: 219.315
• InChiKey: XGWZYXSWZFNHST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1H-Indole-2,3-dione, 1-(trimethylsilyl)- 、 四乙酰核糖 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 1-[2,3,5-(tri-O-acetyl-β-D-ribofuranosyl)]-1H-indole-2,3-dione
  参考文献：
  名称：

  Synthesis of 1H-Indole-2,3-Dione-3-Thiosemicarbazone Ribonucleosides as Antibacterial Agents

  摘要：

  A new isatin ribonucleoside (3) was synthesized in a good yield by trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed coupling reaction between the silylated nitrogenated base of 1H-Indole-2,3-dione (1) and 1,2,3,5-tetra-O-acetyl-beta-D-ribfuranose (2). Thiosemicarbazides 4a-e were utilized by the prepared ribonucleoside (3) to give new series of 1H-indole-2,3-dione-3-thiosemicarbazone ribonucleosides 5a-e. All compounds tested as antibacterial agents showed slight inhibitory activity against the selected bacterial strains.

  DOI：

  10.1080/15257770903459267
• 作为产物：
  描述：

  三甲基氯硅烷 、 2,2,2-三氟-N,N-二(三甲硅基)乙酰胺 、 靛红 以 乙腈 为溶剂， 反应 16.0h， 生成 1H-Indole-2,3-dione, 1-(trimethylsilyl)-
  参考文献：
  名称：

  Synthesis of 1H-Indole-2,3-Dione-3-Thiosemicarbazone Ribonucleosides as Antibacterial Agents

  摘要：

  A new isatin ribonucleoside (3) was synthesized in a good yield by trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed coupling reaction between the silylated nitrogenated base of 1H-Indole-2,3-dione (1) and 1,2,3,5-tetra-O-acetyl-beta-D-ribfuranose (2). Thiosemicarbazides 4a-e were utilized by the prepared ribonucleoside (3) to give new series of 1H-indole-2,3-dione-3-thiosemicarbazone ribonucleosides 5a-e. All compounds tested as antibacterial agents showed slight inhibitory activity against the selected bacterial strains.

  DOI：

  10.1080/15257770903459267

文献信息

• Synthesis of 1<i>H</i>-Indole-2,3-Dione-3-Thiosemicarbazone Ribonucleosides as Antibacterial Agents
  作者：Shaymaa E. Kassab、Gehan H. Hegazy、Nahed M. Eid、Kamelia M. Amin、Adel A. El-Gendy

  DOI：10.1080/15257770903459267

  日期：2010.1

  A new isatin ribonucleoside (3) was synthesized in a good yield by trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed coupling reaction between the silylated nitrogenated base of 1H-Indole-2,3-dione (1) and 1,2,3,5-tetra-O-acetyl-beta-D-ribfuranose (2). Thiosemicarbazides 4a-e were utilized by the prepared ribonucleoside (3) to give new series of 1H-indole-2,3-dione-3-thiosemicarbazone ribonucleosides 5a-e. All compounds tested as antibacterial agents showed slight inhibitory activity against the selected bacterial strains.