N-diethoxyphosphonylmethyl-aminoacetaldehyde dimethylacetal | 138713-01-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: N-diethoxyphosphonylmethyl-aminoacetaldehyde dimethylacetal
• 英文别名: diethyl (N-2,2-dimethoxyethylamino)methylphosphonate；O,O-diethyl [(2,2-dimethoxyethyl)aminomethyl]phosphonate；N-(diethoxyphosphorylmethyl)-2,2-dimethoxyethanamine
• CAS: 138713-01-6
• 化学式: C₉H₂₂NO₅P
• 分子量: 255.251
• InChiKey: QPKWFPMAKIOADT-UHFFFAOYSA-N

物化性质

• 沸点：
  309.8±32.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  16.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.02
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-diethoxyphosphonylmethyl-aminoacetaldehyde dimethylacetal 反应 17520.0h， 以10.8 g的产率得到N-ethoxy-hydroxyphosphonylmethyl-aminoacetaldehyde dimethylacetal
  参考文献：
  名称：

  Maier, Ludwig; Winkler, Tammo, Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 63, # 1/2, p. 65 - 69

  摘要：

  DOI：
• 作为产物：
  描述：

  methylene aminoacetaldehyde dimethylacetal 、 亚磷酸二乙酯 反应 1.0h， 以72.8%的产率得到N-diethoxyphosphonylmethyl-aminoacetaldehyde dimethylacetal
  参考文献：
  名称：

  Maier, Ludwig; Winkler, Tammo, Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 63, # 1/2, p. 65 - 69

  摘要：

  DOI：

文献信息

• Synthesis and structure of phosphorylated acetals
  作者：L. I. Vagapova、D. R. Sharafutdinova、O. B. Bazanova、Yu. K. Voronina、D. B. Krivolapov、A. R. Burilov、I. Kh. Rizvanov、M. A. Pudovik

  DOI：10.1134/s1070363214020236

  日期：2014.2

  The Kabachnik-Fields reaction in a triple system (aminoacetal-paraform-diethyphosphite) resulted in the formation of the previously unknown aminophosphonates that contained the acetyl group and also their monoesters. Structures of the products were confirmed by H-1 NMR, IR spectra and X-ray diffraction analysis. The MALDI mass spectra indicated that the presence of N-hydroxyethoxyphosphorylmethylaminomethyl groups underlies the ability of these compounds to self-assembly with the formation of n-dimensional H-bonded associations.
• α-Amino acetals containing a phosphonate or phosphine oxide group. Synthesis and reactions with resorcinols
  作者：L. I. Vagapova、L. R. Amirova、E. Yu. Pavlova、A. R. Burilov、Yu. K. Voronina、V. V. Syakaev、D. R. Sharafutdinova、I. Kh. Rizvanov、A. R. Garifzyanov、M. A. Pudovik

  DOI：10.1134/s1070428014040034

  日期：2014.4

  New alpha-amino acetals containing a phosphonate or phosphine oxide group were synthesized by the Kabachnik-Fields reaction in the ternary system amino acetal-paraformaldehyde-dialkyl phosphonate (or dialkylphosphine oxide). Condensation of dialkyl (2,2-dimethoxyethylamino)methylphosphonates with resorcinol and its derivatives in ethanol in the presence of hydrochloric acid, apart from the corresponding 2,2-bis(polyhydroxyphenyl) ethylammonium salts, gave 2,5-bis(polyhydroxyphenyl)-1,4-bis[(dialkoxyphosphoryl)methyl]-piperazines. Dialkyl[(2,2-dimethoxyethylamino)methyl]phosphine oxides (Alk = C8H17, C10H21) did not react with resorcinol derivatives under similar conditions, and analogous ammonium salts were obtained by heating the reactants in boiling trifluoroacetic acid.
• Synthesis of New calix[4]resorcinols with [N-diethoxyphosphorylmethyl-N-(2,2-dimethoxyethyl)amino]methyl Substituents at the Upper Rim
  作者：Liliya I. Vagapova、Aliya F. Fahertdinov、Alexander R. Burilov、Mikhail A. Pudovik

  DOI：10.1016/j.mencom.2012.11.016

  日期：2012.11

  Calix[4]resorcinols containing four [N-diethoxyphosphorylmethyl-N-(2,2-dimethoxyethyl)amino]methyl substituents at the upper rim of molecule were synthesized by condensation of calix[4]resorcinols with formaldehyde and diethyl N-(2,2-dimethoxyethyl)aminomethylphosphonate.
• Synthesis and Structure of Aminophosphonates Containing 3,5-Di-Tert-Butyl-4-Hydroxyphenyl and Acetal Groups
  作者：Liliya I. Vagapova、Lyaysan R. Amirova、Victor V. Syakaev、Julia K. Voronina、Dmitry B. Krivolapov、Alexander R. Burilov、Michail A. Pudovik、Oleg G. Sinyashin

  DOI：10.1080/10426507.2015.1071371

  日期：2015.12.2

  The reactions of dialkyl [(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienyl)methyl]phosphonates with N-nucleophiles (aminoacetaldehyde dimethyl acetal and diethyl [(2,2-dimethoxyethyl)aminomethyl]phosphonate give new aminophosphonates containing the 3,5-di-tert-butyl-4-hydroxyphenyl substituent, in addition to the acetal group. The crystal structure of diethyl (3,5-di-tert-butyl-4-hydroxyphenyl)[(2,2-dimethoxyethyl)amino]methyl}phosphonate is elucidated. The presence of a chiral carbon atom and prochiral phosphorus atom in the aminophosphonate products is responsible for the complicated pattern in the H-1 NMR spectra, the features of which are discussed.