ethyl 2-(N-benzyl-2-((tert-butoxycarbonyl)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamido)-3-(tert-butylamino)-3-oxopropanoate | 1240361-07-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(N-benzyl-2-((tert-butoxycarbonyl)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamido)-3-(tert-butylamino)-3-oxopropanoate
• CAS: 1240361-07-2
• 化学式: C₃₀H₄₁N₃O₆S
• 分子量: 571.738
• InChiKey: NAAIGZWOYZCGRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  114.04
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(N-benzyl-2-((tert-butoxycarbonyl)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamido)-3-(tert-butylamino)-3-oxopropanoate 在 三氟乙酸 、 potassium carbonate 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 四氢呋喃 为溶剂， 以35 mg的产率得到4-benzyl-N-tert-butyl-2,5-dioxo-1,3,6,7,8,9-hexahydro-[1]benzothiolo[2,3-e][1,4]diazepine-3-carboxamide
  参考文献：
  名称：

  1,4-Thienodiazepine-2,5-diones via MCR (I): Synthesis, Virtual Space and p53-Mdm2 Activity

  摘要：

  1,4‐Thienodiazepine‐2,5‐diones have been synthesized via the Ugi‐Deprotection‐Cyclization (UDC) approach starting from Gewald 2‐aminothiophenes in a convergent and versatile manner. The resulting scaffold is unprecedented, cyclic, and peptidomimetic with four points of diversity introduced from readily available starting materials. In addition to eighteen synthesized and characterized compounds, a virtual compound library was generated and evaluated for chemical space distribution and drug‐like properties. A small focused compound library of 1,4‐thienodiazepine‐2,5‐diones has been screened for the activity against p53‐Mdm2 interaction. Biological evaluations demonstrated that some compounds exhibited promising antagonistic activity.

  DOI：

  10.1111/j.1747-0285.2010.00989.x
• 作为产物：
  描述：

  2-叔丁氧基羰基氨基-4,5,6,7-四氢-苯并b噻吩-3-羧酸甲酯 在 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 53.0h， 生成 ethyl 2-(N-benzyl-2-((tert-butoxycarbonyl)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamido)-3-(tert-butylamino)-3-oxopropanoate
  参考文献：
  名称：

  1,4-Thienodiazepine-2,5-diones via MCR (I): Synthesis, Virtual Space and p53-Mdm2 Activity

  摘要：

  1,4‐Thienodiazepine‐2,5‐diones have been synthesized via the Ugi‐Deprotection‐Cyclization (UDC) approach starting from Gewald 2‐aminothiophenes in a convergent and versatile manner. The resulting scaffold is unprecedented, cyclic, and peptidomimetic with four points of diversity introduced from readily available starting materials. In addition to eighteen synthesized and characterized compounds, a virtual compound library was generated and evaluated for chemical space distribution and drug‐like properties. A small focused compound library of 1,4‐thienodiazepine‐2,5‐diones has been screened for the activity against p53‐Mdm2 interaction. Biological evaluations demonstrated that some compounds exhibited promising antagonistic activity.

  DOI：

  10.1111/j.1747-0285.2010.00989.x