(R)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)-N-(2-(thiophen-2-yl)ethyl)acetamide | 1218950-25-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)-N-(2-(thiophen-2-yl)ethyl)acetamide
• CAS: 1218950-25-4
• 化学式: C₁₃H₁₇NO₄S
• 分子量: 283.348
• InChiKey: UNJKFGQBQOPKCE-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)-N-(2-(thiophen-2-yl)ethyl)acetamide 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到(R)-2-hydroxy-4-oxo-4-((2-(thiophen-2-yl)ethyl)amino)butanoic acid
  参考文献：
  名称：

  The discovery of novel tartrate-based TNF-α converting enzyme (TACE) inhibitors

  摘要：

  A novel series of TNF-alpha convertase (TACE) inhibitors which are non-hydroxamate have been discovered. These compounds are bis-amides of L-tartaric acid (tartrate) and coordinate to the active site zinc in a tridentate manner. They are selective for TACE over other MMP's. We report the first X-ray crystal structure for a tartrate-based TACE inhibitor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.004
• 作为产物：
  描述：

  噻吩乙胺 、 (R)-(-)-2,2-二甲基-5-氧-1,3-二氧戊环-4-乙酸 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到(R)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)-N-(2-(thiophen-2-yl)ethyl)acetamide
  参考文献：
  名称：

  The discovery of novel tartrate-based TNF-α converting enzyme (TACE) inhibitors

  摘要：

  A novel series of TNF-alpha convertase (TACE) inhibitors which are non-hydroxamate have been discovered. These compounds are bis-amides of L-tartaric acid (tartrate) and coordinate to the active site zinc in a tridentate manner. They are selective for TACE over other MMP's. We report the first X-ray crystal structure for a tartrate-based TACE inhibitor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.004