2-(2,6-dioxopiperidin-3-yl)-5-(2,2,2-trifluoroethyl)isoindoline-1,3-dione | 1312023-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(2,6-dioxopiperidin-3-yl)-5-(2,2,2-trifluoroethyl)isoindoline-1,3-dione
• 英文别名: 5-trifluoroethylthalidomide；2-(2,6-Dioxopiperidin-3-yl)-5-(2,2,2-trifluoroethyl)isoindole-1,3-dione；2-(2,6-dioxopiperidin-3-yl)-5-(2,2,2-trifluoroethyl)isoindole-1,3-dione
• CAS: 1312023-71-4
• 化学式: C₁₅H₁₁F₃N₂O₄
• 分子量: 340.259
• InChiKey: DKFYYCBCTLBJAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  L-谷氨酰胺 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 铜 作用下， 以 N-甲基吡咯烷酮 、 乙腈 为溶剂， 反应 22.0h， 生成 2-(2,6-dioxopiperidin-3-yl)-5-(2,2,2-trifluoroethyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Cu-Mediated Chemoselective Trifluoromethylation of Benzyl Bromides Using Shelf-Stable Electrophilic Trifluoromethylating Reagents

  摘要：

  Copper-mediated chemoselective trifluoromethylation at the benzylic :position by the use of shelf-stable electrophilic trifluoromethylating reagents 3 in good to high yields under mild conditions is described for the first time. The generality of this trifluoromethylation for a wide variety of benzyl bromides facilitates the rapid creation of structural diversity of medicinal candidates in drug discovery.

  DOI：

  10.1021/ol201205t

文献信息

• Cu-Mediated Chemoselective Trifluoromethylation of Benzyl Bromides Using Shelf-Stable Electrophilic Trifluoromethylating Reagents
  作者：Hiroyuki Kawai、Tatsuya Furukawa、Yoshinori Nomura、Etsuko Tokunaga、Norio Shibata

  DOI：10.1021/ol201205t

  日期：2011.7.15

  Copper-mediated chemoselective trifluoromethylation at the benzylic :position by the use of shelf-stable electrophilic trifluoromethylating reagents 3 in good to high yields under mild conditions is described for the first time. The generality of this trifluoromethylation for a wide variety of benzyl bromides facilitates the rapid creation of structural diversity of medicinal candidates in drug discovery.