methyl (1S,7S)-7-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carboxylate

• 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: methyl (1S,7S)-7-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carboxylate
• 英文别名: methyl (3S,6S)-6-(1,3-dioxoisoindol-2-yl)-5-oxo-1,2,3,6,7,8-hexahydropyrazolo[1,2-a]pyridazine-3-carboxylate
• 化学式: C₁₇H₁₇N₃O₅
• 分子量: 343.339
• InChiKey: AZLIGZFWBWKTIY-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-2-(1,3-dioxoisoindolin-2-yl)pent-4-enoic acid 在 palladium on activated charcoal 五氯化磷 、 氢气 、 碳酸氢钠 、 臭氧 作用下， 以 乙醚 、 二氯甲烷 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 1.0h， 生成 methyl (1S,7S)-7-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carboxylate
  参考文献：
  名称：

  Constrained peptidomimetics: building bicyclic analogs of pyrazoline derivatives

  摘要：

  A synthetic route has been developed for incorporating pyrazoline derivatives as proline surrogates in constrained X-Pro peptidomimetics. The route allows for the synthesis of dipeptide building blocks having either a six or seven-membered-ring annulated onto the pyrazoline moiety, as well as for the asymmetric synthesis of analogs having substituents on N-terminal side of the building block. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.027

文献信息

• Constrained peptidomimetics: building bicyclic analogs of pyrazoline derivatives
  作者：Bin Liu、John D Brandt、Kevin D Moeller

  DOI：10.1016/j.tet.2003.09.027

  日期：2003.10

  A synthetic route has been developed for incorporating pyrazoline derivatives as proline surrogates in constrained X-Pro peptidomimetics. The route allows for the synthesis of dipeptide building blocks having either a six or seven-membered-ring annulated onto the pyrazoline moiety, as well as for the asymmetric synthesis of analogs having substituents on N-terminal side of the building block. (C) 2003 Elsevier Ltd. All rights reserved.