ethyl N-(tert-butoxycarbonyl)-2-[2'-(ethoxycarbonyl)-3'-(azidomethyl)cyclopropyl]glycinate

• 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: ethyl N-(tert-butoxycarbonyl)-2-[2'-(ethoxycarbonyl)-3'-(azidomethyl)cyclopropyl]glycinate
• 英文别名: ethyl (1R,2S,3R)-2-(azidomethyl)-3-[(1R)-2-ethoxy-1-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxoethyl]cyclopropane-1-carboxylate
• 化学式: C₁₆H₂₆N₄O₆
• 分子量: 370.406
• InChiKey: IGTQFFULFFBYHB-IRCOFANPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl N-(tert-butoxycarbonyl)-2-[2'-(ethoxycarbonyl)-3'-(azidomethyl)cyclopropyl]glycinate 在 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 以73%的产率得到2-(3'-azidomethyl-2-carboxycyclopropyl)glycine
  参考文献：
  名称：

  C3′-cis-Substituted carboxycyclopropyl glycines as metabotropic glutamate 2/3 receptor agonists: Synthesis and SAR studies

  摘要：

  The synthesis of a series of C3'-cis-substituted carboxycyclopropyl glycines bearing a wide variety of functional groups is described, and the structure-activity relationship for this series as agonists of group II metabotropic glutamate receptors is reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.036
• 作为产物：
  描述：

  ethyl N-(tert-butoxycarbonyl)-2-[2'-(ethoxycarbonyl)-3'-(ethylcarbamoyloxymethyl)cyclopropyl]glycinate 在 二苯基膦叠氮化物 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以78%的产率得到ethyl N-(tert-butoxycarbonyl)-2-[2'-(ethoxycarbonyl)-3'-(azidomethyl)cyclopropyl]glycinate
  参考文献：
  名称：

  C3′-cis-Substituted carboxycyclopropyl glycines as metabotropic glutamate 2/3 receptor agonists: Synthesis and SAR studies

  摘要：

  The synthesis of a series of C3'-cis-substituted carboxycyclopropyl glycines bearing a wide variety of functional groups is described, and the structure-activity relationship for this series as agonists of group II metabotropic glutamate receptors is reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.036

文献信息

• C3′-cis-Substituted carboxycyclopropyl glycines as metabotropic glutamate 2/3 receptor agonists: Synthesis and SAR studies
  作者：Rosario González、Iván Collado、Beatriz López de Uralde、Alicia Marcos、Luisa M. Martín-Cabrejas、Concepción Pedregal、Jaime Blanco-Urgoiti、Javier Pérez-Castells、M. Alejandro Fernández、Sherri L. Andis、Bryan G. Johnson、Rebecca A. Wright、Darryle D. Schoepp、James A. Monn

  DOI：10.1016/j.bmc.2005.07.036

  日期：2005.12

  The synthesis of a series of C3'-cis-substituted carboxycyclopropyl glycines bearing a wide variety of functional groups is described, and the structure-activity relationship for this series as agonists of group II metabotropic glutamate receptors is reported. (c) 2005 Elsevier Ltd. All rights reserved.