(4,4-dimethyl-2-oxo-1,3-oxazolidin-3-yl)methylphosphonic acid | 883905-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4,4-dimethyl-2-oxo-1,3-oxazolidin-3-yl)methylphosphonic acid
• 英文别名: [(4,4-Dimethyl-2-oxo-1,3-oxazolidin-3-yl)methyl]phosphonic acid
• CAS: 883905-52-0
• 化学式: C₆H₁₂NO₅P
• 分子量: 209.139
• InChiKey: GLJQEHSIBRQJCB-UHFFFAOYSA-N

物化性质

• 熔点：
  157-158 °C(Solv: ethanol (64-17-5))
• 沸点：
  491.5±47.0 °C(Predicted)
• 密度：
  1.432±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4,4-dimethyl-2-oxo-1,3-oxazolidin-3-yl)methylphosphonic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 以88%的产率得到[(1-羟基-2-甲基丙烷-2-基)氨基]甲基膦酸
  参考文献：
  名称：

  Novel α-aminophosphonic acids. Design, characterization, and biological activity

  摘要：

  Novel alpha-aminophosphonic acids are synthesized reacting 1,3-oxazolidin-2-one derivatives with formaldehyde and phosphorus trichloride. Treatment of N-(phosphonomethyl)oxazolidinones with aqueous NaOH gave the expected alpha-aminophosphonic acids. The oxidation of (2-hydroxy-1,1-dimethylethylamino)methyl phosphonic acid in the presence of CdO and water resulted in N-phosphonomethyl-2-methyl-1-propanoic acid. Their structures were proved by means of IR, H-1, C-13, and P-31 NMR spectroscopy. The genotoxic, clastogenic, and antiproliferative effects of newly synthesized original aminophosphonic acids were investigated for the first time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.002
• 作为产物：
  描述：

  4,4-二甲基恶唑-2-酮 、 聚合甲醛 在 溶剂黄146 、 三氯化磷 作用下， 反应 2.75h， 以70.3%的产率得到(4,4-dimethyl-2-oxo-1,3-oxazolidin-3-yl)methylphosphonic acid
  参考文献：
  名称：

  Novel α-aminophosphonic acids. Design, characterization, and biological activity

  摘要：

  Novel alpha-aminophosphonic acids are synthesized reacting 1,3-oxazolidin-2-one derivatives with formaldehyde and phosphorus trichloride. Treatment of N-(phosphonomethyl)oxazolidinones with aqueous NaOH gave the expected alpha-aminophosphonic acids. The oxidation of (2-hydroxy-1,1-dimethylethylamino)methyl phosphonic acid in the presence of CdO and water resulted in N-phosphonomethyl-2-methyl-1-propanoic acid. Their structures were proved by means of IR, H-1, C-13, and P-31 NMR spectroscopy. The genotoxic, clastogenic, and antiproliferative effects of newly synthesized original aminophosphonic acids were investigated for the first time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.002

文献信息

• Novel α-aminophosphonic acids. Design, characterization, and biological activity
  作者：Emilia Naydenova、Margarita Topashka-Ancheva、Petar Todorov、Ts. Yordanova、Kolio Troev

  DOI：10.1016/j.bmc.2005.11.002

  日期：2006.4

  Novel alpha-aminophosphonic acids are synthesized reacting 1,3-oxazolidin-2-one derivatives with formaldehyde and phosphorus trichloride. Treatment of N-(phosphonomethyl)oxazolidinones with aqueous NaOH gave the expected alpha-aminophosphonic acids. The oxidation of (2-hydroxy-1,1-dimethylethylamino)methyl phosphonic acid in the presence of CdO and water resulted in N-phosphonomethyl-2-methyl-1-propanoic acid. Their structures were proved by means of IR, H-1, C-13, and P-31 NMR spectroscopy. The genotoxic, clastogenic, and antiproliferative effects of newly synthesized original aminophosphonic acids were investigated for the first time. (c) 2005 Elsevier Ltd. All rights reserved.