1-benzyl-3-[1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyrrolidine-2,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-benzyl-3-[1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyrrolidine-2,5-dione
• 英文别名: 1-Benzyl-3-[1-[tert-butyl(dimethyl)silyl]pyrrolo[2,3-b]pyridin-5-yl]pyrrolidine-2,5-dione
• 化学式: C₂₄H₂₉N₃O₂Si
• 分子量: 419.599
• InChiKey: VEQUVJDSSWVZAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-[1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyrrolidine-2,5-dione 、 溴甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到1,3-dibenzyl-3-[1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Novel 3,3-disubstituted pyrrolidines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors

  摘要：

  A series of 3,3-disubstituted pyrrolidine monoamine triple reuptake inhibitors were discovered. Analogues with low nanomolar potency, good human in vitro microsomal stability and in vitro permeability, and low drug-drug interaction potential are described. One example showed in vivo anti-depressant-like effects in the mouse tail suspension assay with a minimum effective dose of 30 mg/kg ip. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.025
• 作为产物：
  描述：

  N-苄基马来酰亚胺 、 1-(叔丁基二甲基甲硅烷基)-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)-1H-吡咯并[2,3-B]吡啶 在 RhOH(cod)2 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以52%的产率得到1-benzyl-3-[1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Novel 3,3-disubstituted pyrrolidines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors

  摘要：

  A series of 3,3-disubstituted pyrrolidine monoamine triple reuptake inhibitors were discovered. Analogues with low nanomolar potency, good human in vitro microsomal stability and in vitro permeability, and low drug-drug interaction potential are described. One example showed in vivo anti-depressant-like effects in the mouse tail suspension assay with a minimum effective dose of 30 mg/kg ip. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.025