Di-tert-butyl N-phthalimidoaminomethyl phosphonate | 139392-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: Di-tert-butyl N-phthalimidoaminomethyl phosphonate
• 英文别名: di-tert-butyl (phthalimidomethyl)phosphonate；di-tert-butyl(phthalimidomethyl)phosphonate
• CAS: 139392-83-9
• 化学式: C₁₇H₂₄NO₅P
• 分子量: 353.355
• InChiKey: LEVGMQFDXXZBGM-UHFFFAOYSA-N

物化性质

• 沸点：
  450.0±28.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Di-tert-butyl N-phthalimidoaminomethyl phosphonate 在 肼 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 膦酸,[[(二苯亚甲基)氨基]甲基]-,二(1,1-二甲基乙基)酯
  参考文献：
  名称：

  A practical synthesis of α-aminophosphonic acids.

  摘要：

  The preparation of diterbutyl-N (diphenylmethylene) aminomethylphosphonate 3 in four steps (42% overall yield) from N-hydroxymethyl phtalimide 1 is described. Various alpha-substituted alpha-aminophosphonic acids 5 containing functionalized unsaturated chains have been synthesized by alkylation of 3 under phase transfer catalysis with halides, Michael acceptors and palladium promoted reactions, followed by mild hydrolysis.

  DOI：

  10.1016/s0040-4039(00)77677-5
• 作为产物：
  描述：

  N-羟甲基邻苯二甲酰亚胺 在 三溴化磷 、 双(三甲基硅烷基)氨基钾 作用下， 以 二氯甲烷 为溶剂， 生成 Di-tert-butyl N-phthalimidoaminomethyl phosphonate
  参考文献：
  名称：

  A practical synthesis of α-aminophosphonic acids.

  摘要：

  The preparation of diterbutyl-N (diphenylmethylene) aminomethylphosphonate 3 in four steps (42% overall yield) from N-hydroxymethyl phtalimide 1 is described. Various alpha-substituted alpha-aminophosphonic acids 5 containing functionalized unsaturated chains have been synthesized by alkylation of 3 under phase transfer catalysis with halides, Michael acceptors and palladium promoted reactions, followed by mild hydrolysis.

  DOI：

  10.1016/s0040-4039(00)77677-5

文献信息

• Morphology and Proton Transport in Humidified Phosphonated Peptoid Block Copolymers
  作者：Jing Sun、Xi Jiang、Aaron Siegmund、Michael D. Connolly、Kenneth H. Downing、Nitash P. Balsara、Ronald N. Zuckermann

  DOI：10.1021/acs.macromol.6b00353

  日期：2016.4.26

  peptoid diblock copolymers, poly-N-(2-ethyl)hexylglycine-block-poly-N-phosphonomethylglycine (pNeh-b-pNpm), with volume fractions of pNpm (ϕNpm) values ranging from 0.13 to 0.44 and dispersity (Đ) ≤ 1.0003. The morphologies of the dry block copolypeptoids were determined by transmission electron microscopy and in both the dry and hydrated states by synchrotron small-angle X-ray scattering. Dry samples

  在水合状态下传导质子的聚合物在各种清洁能源应用中至关重要，例如氢燃料电池和人工光合作用。已知磷化和磺化的聚合物在低水含量下传导质子。在本文中，我们报道了在合成拟肽膦酸化二嵌段共聚物，聚- ñ - （2-乙基）hexylglycine-块-聚Ñ -phosphonomethylglycine（PNeh- b -PNPM）中，用PNPM（φ的体积分数NPM）值范围从0.13至0.44和分散度（Đ）≤1.0003。通过透射电子显微镜确定干嵌段共多肽的形态，并通过同步加速器小角X射线散射确定干态和水合态。ϕ NPM > 0.13的干燥样品表现出层状形态。水合后，最低分子量的样品转变为六方堆积的圆柱形态，而其他样品则保持其干燥形态。每个有膦酸酯基团的所有有序样品的吸水量为8.1±1.1个水分子。尽管如此，有序的PNeh- b -PNPM共聚物的质子传导率在0.002至0.008 S / cm的范围内
• Multicomponent Host−Guest Chemistry of Carboxylic Acid and Phosphonic Acid Based Guests with Dendritic Hosts:  An NMR Study
  作者：Maarten A. C. Broeren、Bas F. M. de Waal、Marcel H. P. van Genderen、H. M. H. F. Sanders、George Fytas、E. W. Meijer

  DOI：10.1021/ja052074m

  日期：2005.7.1

  A new way to analyze supramolecular dendritic architectures is reported by making use of C-13 NMR and P-31 NMR. Two ethylene glycol guest molecules have been synthesized containing a 13C labeled carboxylic acid headgroup (2) and a phosphonic acid headgroup (3). The binding of these guests to urea-adamantyl modified poly(propylene imine) dendrimers has been investigated with C-13 NMR and P-31 NMR next to 1D and 2D H-1 NMR techniques. Different amounts of guest 2 have been added to fifth generation dendrimer le, and the observed chemical shift values in C-13 NMR were fitted to a model that assumes 1:1 binding between guest and binding site. An association constant of 400 +/- 95 M-1 is obtained for guest 2 with 41 binding sites per dendrimer. When different amounts of phosphonic acid guest 3 are added to dendrimer le, two different signals are observed in P-31 NMR. Deconvolution gives the fractions of free and bound guest, resulting in an association constant of (4 3) x 104 M-1 and 61 1 binding sites. A statistical analysis shows that guest 2 forms a "polydisperse supramolecular aggregate", while guest 3 is able to form a "monodisperse supramolecular aggregate" when the amount of guest is high enough. The NMR results are compared with dynamic light scattering experiments, and a remarkable agreement is found. Phosphonic acid guest 3 is able to exchange with guest 2, which is in agreement with the obtained association constants, and shows that these techniques can be used to analyze multicomponent dendritic aggregates.