tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)acetamido)-5-formylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate | 1448313-15-2

• 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: tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)acetamido)-5-formylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate
• 英文别名: tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)-acetamido)-5-carbonylphenyl)-5-oxo-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)piperazine-1-carboxylate；Tert-butyl 4-[2-[3-formyl-5-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]phenyl]-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl]piperazine-1-carboxylate
• CAS: 1448313-15-2
• 化学式: C₂₈H₃₅N₇O₇S
• 分子量: 613.695
• InChiKey: NUDNAUFBBUCGAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  188
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)acetamido)-5-formylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.5h， 以76%的产率得到tert-butyl 4-(2-(3-(2-((tert-butoxycarbonyl)amino)acetamido)-5-(hydroxymethyl)phenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  A novel class of ion displacement ligands as antagonists of the αIIbβ3 receptor that limit conformational reorganization of the receptor

  摘要：

  A collection of alpha IIb beta 3 integrin receptor antagonists possessing a unique MIDAS metal ion displacement mechanism of action is presented. Insight into these agents' structure- activity relationships, binding modality, and pharmacokinetic and pharmacodynamic profiles highlight the potential of these small molecule ion displacement ligands as attractive candidates for clinical development. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.12.122
• 作为产物：
  描述：

  tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)acetamido)-5-vinylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate 在 sodium periodate 、 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 8.5h， 生成 tert-butyl 4-(2-(3-(2-(tert-butoxycarbonylamino)acetamido)-5-formylphenyl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  A novel class of ion displacement ligands as antagonists of the αIIbβ3 receptor that limit conformational reorganization of the receptor

  摘要：

  A collection of alpha IIb beta 3 integrin receptor antagonists possessing a unique MIDAS metal ion displacement mechanism of action is presented. Insight into these agents' structure- activity relationships, binding modality, and pharmacokinetic and pharmacodynamic profiles highlight the potential of these small molecule ion displacement ligands as attractive candidates for clinical development. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.12.122