2-[N-(benzyloxycarbonylamino-3-phenylpropionyl)-N-methoxymethylamino]-3-phenylpropionic acid methyl ester | 916049-66-6

• 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: 2-[N-(benzyloxycarbonylamino-3-phenylpropionyl)-N-methoxymethylamino]-3-phenylpropionic acid methyl ester
• CAS: 916049-66-6
• 化学式: C₂₉H₃₂N₂O₆
• 分子量: 504.583
• InChiKey: HSAHULUDLCIYFC-UIOOFZCWSA-N

物化性质

• 沸点：
  673.5±55.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  37.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  94.17
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[N-(benzyloxycarbonylamino-3-phenylpropionyl)-N-methoxymethylamino]-3-phenylpropionic acid methyl ester 、 苯硫酚 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以91%的产率得到2-[N-(2-benzyloxycarbonylamino-3-phenylpropionyl)-N-phenylsulfanylmethylamino]-3-phenylpropionic acid methyl ester
  参考文献：
  名称：

  Building Functionalized Peptidomimetics:  Use of Electroauxiliaries for Introducing N-Acyliminium Ions into Peptides

  摘要：

  A series of silyl-substituted amino acids have been synthesized, inserted into peptides, and then employed as precursors for oxidatively generating reactive N-acyliminium ions. Both electrochemical and chemical oxidation procedures have been employed. N-Acyliminium ion generation in a solid-phase substrate as well as application to a small library of functionalized dipeptides has been demonstrated. Limitations in terms of how electron-rich the silyl groups can be as well as the compatibility of multiple silyl groups within a longer peptide are defined.

  DOI：

  10.1021/ja064737l
• 作为产物：
  描述：

  N-苄氧羰基-L-苯丙氨酸 在 N-甲基吗啉 、 tetrabutylammonium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 18.42h， 生成 2-[N-(benzyloxycarbonylamino-3-phenylpropionyl)-N-methoxymethylamino]-3-phenylpropionic acid methyl ester
  参考文献：
  名称：

  Building Functionalized Peptidomimetics:  Use of Electroauxiliaries for Introducing N-Acyliminium Ions into Peptides

  摘要：

  A series of silyl-substituted amino acids have been synthesized, inserted into peptides, and then employed as precursors for oxidatively generating reactive N-acyliminium ions. Both electrochemical and chemical oxidation procedures have been employed. N-Acyliminium ion generation in a solid-phase substrate as well as application to a small library of functionalized dipeptides has been demonstrated. Limitations in terms of how electron-rich the silyl groups can be as well as the compatibility of multiple silyl groups within a longer peptide are defined.

  DOI：

  10.1021/ja064737l