1-O-tert-butyl 2-O-ethyl (2S,5S)-5-hydroxypyrrolidine-1,2-dicarboxylate | 161344-56-5

• 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: 1-O-tert-butyl 2-O-ethyl (2S,5S)-5-hydroxypyrrolidine-1,2-dicarboxylate
• CAS: 161344-56-5
• 化学式: C₁₂H₂₁NO₅
• 分子量: 259.302
• InChiKey: YEBCMUBWXIBWMU-IUCAKERBSA-N

物化性质

• 沸点：
  350.2±42.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-O-tert-butyl 2-O-ethyl (2S,5S)-5-hydroxypyrrolidine-1,2-dicarboxylate 在 硫酸 作用下， 生成 1-O-tert-butyl 2-O-ethyl (2S,5S)-5-methoxypyrrolidine-1,2-dicarboxylate
  参考文献：
  名称：

  Pyrrolidinyl pyridone and pyrazinone analogues as potent inhibitors of prolyl oligopeptidase (POP)

  摘要：

  We report the synthesis and in vitro activity of a series of novel pyrrolidinyl pyridones and pyrazinones as potent inhibitors of prolyl oligopeptidase (POP). Within this series, compound 39 was co-crystallized within the catalytic site of a human chimeric POP protein which provided a more detailed understanding of how these inhibitors interacted with the key residues within the catalytic pocket.

  DOI：

  10.1016/j.bmcl.2008.06.067
• 作为产物：
  描述：

  BOC-L-焦谷氨酸乙酯 在 三乙基硼氢化锂 作用下， 以 四氢呋喃 为溶剂， 生成 1-O-tert-butyl 2-O-ethyl (2S,5S)-5-hydroxypyrrolidine-1,2-dicarboxylate
  参考文献：
  名称：

  Pyrrolidinyl pyridone and pyrazinone analogues as potent inhibitors of prolyl oligopeptidase (POP)

  摘要：

  We report the synthesis and in vitro activity of a series of novel pyrrolidinyl pyridones and pyrazinones as potent inhibitors of prolyl oligopeptidase (POP). Within this series, compound 39 was co-crystallized within the catalytic site of a human chimeric POP protein which provided a more detailed understanding of how these inhibitors interacted with the key residues within the catalytic pocket.

  DOI：

  10.1016/j.bmcl.2008.06.067

文献信息

• Pyrrolidinyl pyridone and pyrazinone analogues as potent inhibitors of prolyl oligopeptidase (POP)
  作者：Curt D. Haffner、Caroline J. Diaz、Aaron B. Miller、Robert A. Reid、Kevin P. Madauss、Annie Hassell、Mary H. Hanlon、David J.T. Porter、J. David Becherer、Luke H. Carter

  DOI：10.1016/j.bmcl.2008.06.067

  日期：2008.8

  We report the synthesis and in vitro activity of a series of novel pyrrolidinyl pyridones and pyrazinones as potent inhibitors of prolyl oligopeptidase (POP). Within this series, compound 39 was co-crystallized within the catalytic site of a human chimeric POP protein which provided a more detailed understanding of how these inhibitors interacted with the key residues within the catalytic pocket.