2-O-tert-butyl 1-O-ethyl 1-[(4-hydroxyphenyl)methyl]cyclopropane-1,2-dicarboxylate | 1093134-70-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-O-tert-butyl 1-O-ethyl 1-[(4-hydroxyphenyl)methyl]cyclopropane-1,2-dicarboxylate
• CAS: 1093134-70-3
• 化学式: C₁₈H₂₄O₅
• 分子量: 320.386
• InChiKey: PSAKLGZCLMRZJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-O-tert-butyl 1-O-ethyl 1-[(4-hydroxyphenyl)methyl]cyclopropane-1,2-dicarboxylate 在 Selectfluor 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Discovery of novel hydroxamates as highly potent tumor necrosis factor-α converting enzyme inhibitors. Part II: Optimization of the S3′ pocket

  摘要：

  A series of cyclopropyl hydroxamic acids were prepared. Many of the compounds displayed picomolar affinity for the TACE enzyme while maintaining good to excellent selectivity profiles versus MMP-1, -2, -3, -7, -14, and ADAM-10. X-ray analysis of an inhibitor in the TACE active site indicated that the molecules bound to the enzyme in the S1'-S3' pocket.

  DOI：

  10.1016/j.bmcl.2008.09.045
• 作为产物：
  描述：

  2-O-tert-butyl 1-O-ethyl 1-[(4-phenylmethoxyphenyl)methyl]cyclopropane-1,2-dicarboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 生成 2-O-tert-butyl 1-O-ethyl 1-[(4-hydroxyphenyl)methyl]cyclopropane-1,2-dicarboxylate
  参考文献：
  名称：

  Discovery of novel hydroxamates as highly potent tumor necrosis factor-α converting enzyme inhibitors. Part II: Optimization of the S3′ pocket

  摘要：

  A series of cyclopropyl hydroxamic acids were prepared. Many of the compounds displayed picomolar affinity for the TACE enzyme while maintaining good to excellent selectivity profiles versus MMP-1, -2, -3, -7, -14, and ADAM-10. X-ray analysis of an inhibitor in the TACE active site indicated that the molecules bound to the enzyme in the S1'-S3' pocket.

  DOI：

  10.1016/j.bmcl.2008.09.045

文献信息

• Discovery of novel hydroxamates as highly potent tumor necrosis factor-α converting enzyme inhibitors. Part II: Optimization of the S3′ pocket
  作者：Robert D. Mazzola、Zhaoning Zhu、Lisa Sinning、Brian McKittrick、Brian Lavey、James Spitler、Joseph Kozlowski、Shih Neng-Yang、Guowei Zhou、Zhuyan Guo、Peter Orth、Vincent Madison、Jing Sun、Daniel Lundell、Xiaoda Niu

  DOI：10.1016/j.bmcl.2008.09.045

  日期：2008.11

  A series of cyclopropyl hydroxamic acids were prepared. Many of the compounds displayed picomolar affinity for the TACE enzyme while maintaining good to excellent selectivity profiles versus MMP-1, -2, -3, -7, -14, and ADAM-10. X-ray analysis of an inhibitor in the TACE active site indicated that the molecules bound to the enzyme in the S1'-S3' pocket.