tert-butyl (2-pyrrolidin-1-ylethylamino)acetate | 1223389-39-6

• 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
• 英文名称: tert-butyl (2-pyrrolidin-1-ylethylamino)acetate
• 英文别名: Tert-butyl 2-(2-pyrrolidin-1-ylethylamino)acetate
• CAS: 1223389-39-6
• 化学式: C₁₂H₂₄N₂O₂
• 分子量: 228.335
• InChiKey: SQFADNXNLJZSGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-pyrrolidin-1-ylethylamino)acetate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到N-(2-Pyrrolidinylaethyl)-glycin
  参考文献：
  名称：

  Peptoids bearing tertiary amino residues in the n-alkyl side chains: synthesis of a potent inhibitor of Semaphorin 3A

  摘要：

  A study on the preparation of N-alkylglycines (peptoids) that contain tertiary amino residues on the N-alkyl side chains is reported. The appropriate combination of the submonomer strategy with N-alkylglycine monomer couplings depending upon the structure of the N-alkyl side chain that must be incorporated into the peptoid is determinant for the efficiency of the synthetic pathway. The application of this strategy to the preparation of SICHI, an N-alkyglycine trimer containing tertiary amino residues in the three N-alkyl branches, and that has been identified as a potent Semaphorin 3A inhibitor, is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.090
• 作为产物：
  描述：

  1-(2-氨乙基)吡咯烷 、 溴乙酸叔丁酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到tert-butyl (2-pyrrolidin-1-ylethylamino)acetate
  参考文献：
  名称：

  Peptoids bearing tertiary amino residues in the n-alkyl side chains: synthesis of a potent inhibitor of Semaphorin 3A

  摘要：

  A study on the preparation of N-alkylglycines (peptoids) that contain tertiary amino residues on the N-alkyl side chains is reported. The appropriate combination of the submonomer strategy with N-alkylglycine monomer couplings depending upon the structure of the N-alkyl side chain that must be incorporated into the peptoid is determinant for the efficiency of the synthetic pathway. The application of this strategy to the preparation of SICHI, an N-alkyglycine trimer containing tertiary amino residues in the three N-alkyl branches, and that has been identified as a potent Semaphorin 3A inhibitor, is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.090

文献信息

• SEMAPHORIN 3A NEURODEGENERATION MODULATORS, COMPOSITIONS AND USES THEREOF
  申请人：Consejo Superior de Investigaciones Científicas (CSIC)

  公开号：EP3822283A1

  公开（公告）日：2021-05-19

  Various neurodegenerative processes are entrained and maintained by signaling through Semaphorin 3A leading to apoptosis and loss of neuronal cells and tissues. Examples of such processes include glaucoma of the eye, stroke, ischemia of the optic nerve and other major nerves, retinal detachment and trauma. Small molecules in solution or in slow release systems are demonstrated to alleviate loss of retinal ganglial cells in models of CNS injury to the eye.

  各种神经退行性病变的过程都是通过闪烁素 3A 发出信号，导致神经细胞和组织凋亡和丧失。此类过程的例子包括青光眼、中风、视神经和其他主要神经缺血、视网膜脱落和创伤。在中枢神经系统对眼睛的损伤模型中，溶液或缓释系统中的小分子已被证明可减轻视网膜神经节细胞的损失。
• Peptoids bearing tertiary amino residues in the n-alkyl side chains: synthesis of a potent inhibitor of Semaphorin 3A
  作者：Joaquim Messeguer、Isabel Masip、Marisol Montolio、Jose Antonio del Rio、Eduardo Soriano、Angel Messeguer

  DOI：10.1016/j.tet.2010.01.090

  日期：2010.3

  A study on the preparation of N-alkylglycines (peptoids) that contain tertiary amino residues on the N-alkyl side chains is reported. The appropriate combination of the submonomer strategy with N-alkylglycine monomer couplings depending upon the structure of the N-alkyl side chain that must be incorporated into the peptoid is determinant for the efficiency of the synthetic pathway. The application of this strategy to the preparation of SICHI, an N-alkyglycine trimer containing tertiary amino residues in the three N-alkyl branches, and that has been identified as a potent Semaphorin 3A inhibitor, is presented. (C) 2010 Elsevier Ltd. All rights reserved.