Dimethyl 2-(aminomethyl)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propanedioate | 927180-67-4

• 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: Dimethyl 2-(aminomethyl)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propanedioate
• CAS: 927180-67-4
• 化学式: C₁₆H₂₈N₂O₆
• 分子量: 344.408
• InChiKey: VKDLLOSRGLVVFY-UHFFFAOYSA-N

物化性质

• 沸点：
  440.6±35.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Dimethyl 2-(aminomethyl)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propanedioate 在 碳酸氢钠 、 magnesium methanolate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 Tert-butyl 4-(5-((4-((2-methylquinolin-4-yl)methoxy)benzamido)methyl)-2,4,6-trioxo-hexahydropyrimidin-5-yl)piperidine-1-carboxylate
  参考文献：
  名称：

  Discovery of low nanomolar non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead I resulted in a potent inhibitor (51), with an IC50 of 2 nM in a porcine TACE assay. To the best of our knowledge, compound 51 and related analogues represent first examples of non-hydroxamate-based inhibitors of TACE with single digit nanomolar potency. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.048
• 作为产物：
  描述：

  dimethyl 2-(1-(tert-butoxycarbonyl)piperidin-4-ylidene)malonate 在 palladium on activated charcoal 氢气 、 sodium hydride 、 肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 Dimethyl 2-(aminomethyl)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]propanedioate
  参考文献：
  名称：

  Discovery of low nanomolar non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead I resulted in a potent inhibitor (51), with an IC50 of 2 nM in a porcine TACE assay. To the best of our knowledge, compound 51 and related analogues represent first examples of non-hydroxamate-based inhibitors of TACE with single digit nanomolar potency. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.048

文献信息

• US7294624B2
  申请人：——

  公开号：US7294624B2

  公开（公告）日：2007-11-13