glycyl-aminomethylenephosphonic acid | 30211-73-5

• 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: glycyl-aminomethylenephosphonic acid
• 英文别名: Glycylaminomethylphosphonic acid；[(2-aminoacetyl)amino]methylphosphonic acid
• CAS: 30211-73-5
• 化学式: C₃H₉N₂O₄P
• 分子量: 168.089
• InChiKey: JZCSMMPWEAKXBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  glycyl-aminomethylenephosphonic acid 、 六甲基二硅氮烷 反应 5.0h， 以70%的产率得到N-[bis(trimethylsilyloxy)phosphorylmethyl]-2-(trimethylsilylamino)acetamide
  参考文献：
  名称：

  Preparation of N-Acylated Phosphonopeptides with Free Phosphonic Group

  摘要：

  Aminoalkylphosphonic acids on heating with hexamethyldisilazane yield tris(trimethylsilyl) derivatives, which are used as amino components for the synthesis of N-acylated phosphonopeptides with free phosphonic group. These transformations proceed with complete retention of the stereoconfiguration of aminophosphonate moiety.

  DOI：

  10.1080/00397919108021063
• 作为产物：
  描述：

  [[2-(Phenylmethoxycarbonylamino)acetyl]amino]methylphosphonic acid 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 以67%的产率得到glycyl-aminomethylenephosphonic acid
  参考文献：
  名称：

  Preparation of N-Acylated Phosphonopeptides with Free Phosphonic Group

  摘要：

  Aminoalkylphosphonic acids on heating with hexamethyldisilazane yield tris(trimethylsilyl) derivatives, which are used as amino components for the synthesis of N-acylated phosphonopeptides with free phosphonic group. These transformations proceed with complete retention of the stereoconfiguration of aminophosphonate moiety.

  DOI：

  10.1080/00397919108021063

文献信息

• A Facile Conversion of Aminoalkanephosphonic Acids into Their Diethyl Esters. The Use of Unblocked Aminoalkanephosphonic Acids in Phosphono Peptide Synthesis
  作者：Paweł Kafarski、Barbara Lejczak

  DOI：10.1055/s-1988-27550

  日期：——

  A simple and efficient, two-step procedure for the preparation of diethyl aminoalkylphosphonates from aminoalkylphosphonic acids is reported. The obtained esters are useful as substrates in phosphono peptide synthesis.

  报告采用简单高效的两步法，从氨基烷基膦酸制备氨基烷基膦酸二乙酯。 所获得的酯类可作为膦肽合成的底物。
• Hermann, Petr; Lukes, Ivan; Maca, Bohumil, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 79, # 1,4, p. 43 - 54
  作者：Hermann, Petr、Lukes, Ivan、Maca, Bohumil、Budesinsky, Milos

  DOI：——

  日期：——
• Kukhar, Valery; Solodenko, Vladimir; Soloshonok, Vadim, Phosphorus, Sulfur and Silicon and the Related Elements, 1996, vol. 109, # 1-4, p. 529 - 532
  作者：Kukhar, Valery、Solodenko, Vladimir、Soloshonok, Vadim、Kasheva, Tamara

  DOI：——

  日期：——
• Synthesis of dipeptides of aminophosphonic acids
  作者：M. Hariharan、R. J. Motekaitis、A. E. Martell

  DOI：10.1021/jo00892a020

  日期：1975.2