methyl 1-benzyloxycarbonyl-2-[2-(1,3-di-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-3-carboxylate | 635291-70-2

• 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: methyl 1-benzyloxycarbonyl-2-[2-(1,3-di-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-3-carboxylate
• 英文别名: 1-O-benzyl 3-O-methyl (3S)-2-[(2S,3S)-2-(1,3-dioxoisoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-1,3-dicarboxylate
• CAS: 635291-70-2
• 化学式: C₃₂H₂₉N₃O₇
• 分子量: 567.598
• InChiKey: DEUBZIQFFIMHEG-YGPDHOBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 1-benzyloxycarbonyl-2-[2-(1,3-di-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-3-carboxylate 在 palladium on activated charcoal 氢气 、 臭氧 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 methyl 8-oxo-6-phenylhexahydro-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
• 作为产物：
  描述：

  (S)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-pyrazolidine-1-carboxylic acid benzyl ester 在 碳酸氢钠 作用下， 以 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 methyl 1-benzyloxycarbonyl-2-[2-(1,3-di-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-3-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.