ethyl (2-pyrrolidin-1-ylethylamino)acetate | 7568-75-4

• 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 (2-pyrrolidin-1-ylethylamino)acetate
• 英文别名: N-(2-pyrrolidin-1-yl-ethyl)-glycine ethyl ester；N-(2-Pyrrolidinylaethyl)-glycinaethylester；Ethyl 2-(2-pyrrolidin-1-ylethylamino)acetate
• CAS: 7568-75-4
• 化学式: C₁₀H₂₀N₂O₂
• mdl: MFCD16664396
• 分子量: 200.281
• InChiKey: CHWLKFTXOFHGRF-UHFFFAOYSA-N

物化性质

• 沸点：
  283.0±20.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  ethyl (2-pyrrolidin-1-ylethylamino)acetate 、 氯甲酸烯丙酯 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到ethyl [allyloxycarbonyl-(2-pyrrolidin-1-ylethyl)amino]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
• 作为产物：
  描述：

  1-(2-氨乙基)吡咯烷 、 乙醛酸乙酯 在 sodium cyanoborohydride 、 溶剂黄146 、 sodium chloride 、 sodium hydroxide 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 3.0h， 生成 ethyl (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

• 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.