(2R,3S)-2,3-吖丁啶二甲酸 | 147332-13-6

• 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
• 中文名称: (2R,3S)-2,3-吖丁啶二甲酸
• 中文别名: N-[(2S)-2-氨基-2-(3,6-二氢吡啶-1(2H)-基羰基)-4-甲基戊酰基]-N-[(2R)-1-(4-甲氧苯基)-3-羰基丙烷-2-基]-L-异亮氨酸酰胺
• 英文名称: (2R,3S)-azetidine-2,3-dicarboxylic acid
• CAS: 147332-13-6
• 化学式: C₅H₇NO₄
• 分子量: 145.115
• InChiKey: BLLPFMQOLSYTBX-STHAYSLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 sodium naphthalenide 作用下， 以 四氢呋喃 为溶剂， 以10.0 mg的产率得到(2R,3S)-2,3-吖丁啶二甲酸
  参考文献：
  名称：

  Stereoselective synthesis of azetidine-derived glutamate and aspartate analogues from chiral azetidin-3-ones

  摘要：

  The stereoselective syntheses of cis conformationally constrained glutamate and aspartate analogues, containing an azetidine framework were accomplished from (S)-N-tosyl-2-phenylglycine in moderate overall yields. The key steps in these syntheses involved an efficient Wittig olefination of an azetidin-3-one, followed by a highly stereoselective rhodium catalyzed hydrogenation. The route could also be applied to the synthesis of a trans glutamate analogue, since epimerization of cis to trans isomer could be performed using DBU in toluene at reflux. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.001

文献信息

• Azetidine derivatives, compositions and methods of treating
  申请人：Fidia-Georgetown Institute for the Neurosciences

  公开号：US04946839A1

  公开（公告）日：1990-08-07

  This invention relates to novel azetidines and derivative thereof, as well as to pharmaceutical compositions and methods of treating memory and learning disorders. Another aspect of the invention relates to a method of utilizing the compounds and compositions as biological tools and materials for characterizing excitatory amino acid receptor systems. A further aspect of the invention relates to a method of treating PCP toxicity and abuse.

  本发明涉及新型的氮杂环丙烷及其衍生物，以及制备药物组合物和治疗记忆和学习障碍的方法。本发明的另一个方面涉及利用这些化合物和组合物作为生物学工具和材料，以表征兴奋性氨基酸受体系统的方法。本发明的另一个方面涉及治疗PCP毒性和滥用的方法。
• Azetidine derivatives to treat memory and learning disorders
  申请人：FIDIA-Georgetown Institute for the Neurosciences

  公开号：US04990504A1

  公开（公告）日：1991-02-05

  This invention relates to novel azetidines and derivatives thereof, as well as to pharmaceutical compositions and methods of treating memory and learning disorders. Another aspect of the invention relates to a method of utilizing the compounds and compositions as biological tools and materials for characterizing excitatory amino acid receptor systems. A further aspect of the invention relates to a method of treating PCP toxicity and abuse.

  本发明涉及新型氮杂四环和其衍生物，以及制备药物组合物和治疗记忆和学习障碍的方法。本发明的另一个方面涉及利用这些化合物和组合物作为生物工具和材料，用于表征兴奋性氨基酸受体系统的方法。本发明的另一个方面涉及一种治疗PCP毒性和滥用的方法。