tetraethyl N-benzyliminobis(methanephosphonate) | 172153-09-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: tetraethyl N-benzyliminobis(methanephosphonate)
• 英文别名: N,N-bis(diethoxyphosphorylmethyl)-1-phenylmethanamine
• CAS: 172153-09-2
• 化学式: C₁₇H₃₁NO₆P₂
• 分子量: 407.384
• InChiKey: KBRMOUKTPXGGIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  26.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  74.3
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tetraethyl N-benzyliminobis(methanephosphonate) 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 147.0h， 生成
  参考文献：
  名称：

  逐步组装具有膦酸联吡啶配体的多核镧系元素络合物

  摘要：

  八齿配体L（LH 8 =（（（[[2,2'-联吡啶] -6,6'-二基双（亚甲基））双（氮杂三烷基））四（亚甲基））四（膦酸）的合成是报告。通过吸收和发光分光光度滴定实验（Ln = Tb，Yb），电位法（Ln = La，Eu，Lu）和质谱（Ln = Tb）监测L与各种镧系元素阳离子的配位。发现L在水溶液中形成非常稳定的单核（LnL）物种（log K分别对于La，Eu和Lu分别为19.80（5），19.5（2）和19.56（5）），并且在该系列中没有特别的趋势。光谱数据表明，Ln阳离子被封闭在由八齿配体形成的空腔中，从而保护了金属免受与第一配位球中水分子的相互作用的影响。当添加多于一当量的阳离子时，形成多核[[LnL）2 Ln x ]络合物（x= 1-3）可以观察到，其存在可以通过电喷雾和MALDI质谱实验确认。单核（LnL）配合物的DFT建模表明，配体腔中阳离子的配位导致非常不对称的电荷分

  DOI：

  10.1021/acs.inorgchem.6b02414
• 作为产物：
  描述：

  聚合甲醛 、 亚磷酸二乙酯 、 苄胺 以83%的产率得到tetraethyl N-benzyliminobis(methanephosphonate)
  参考文献：
  名称：

  用 PCH2N 片段合成双和三有机磷取代的胺和氨基酸

  摘要：

  三价有机磷酸衍生物（含有 PH 和 POSiMe3 片段与各种双和三（烷氧基甲基）胺和双（烷氧基甲基）氨基酸）的氨基甲基化被提议作为合成新的双和三磷酸化胺的便捷方法和氨基酸以及它们与四和五配位磷的衍生物。此外，通过用双（三甲基甲硅烷基）胺处理反应混合物，对亚磷酸、多聚甲醛和胺的三组分体系进行了彻底研究。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:430–440, 2010; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20616

  DOI：

  10.1002/hc.20616

文献信息

• Iminodipropionic Acid as the Leaving Group for DNA Polymerization by HIV-1 Reverse Transcriptase
  作者：Xiao-Ping Song、Camille Bouillon、Eveline Lescrinier、Piet Herdewijn

  DOI：10.1002/cbic.201100160

  日期：2011.8.16

  Pyrophosphate mimics: Iminodiacetic acid phosphoramidates of deoxyadenosine monophosphate analogues, either bearing an extended aliphatic chain in the amino acid function or a phosphonic acid moiety, serve as potential substrates for HIV‐1 reverse transcriptase. Iminodipropionic acid was found to be an excellent mimic of the pyrophosphate.

  焦磷酸酯模拟物：脱氧腺苷单磷酸酯类似物的亚氨基二乙酸氨基磷酸酯，在氨基酸功能上带有延伸的脂肪链或膦酸部分，可作为HIV-1逆转录酶的潜在底物。发现亚氨基二丙酸是焦磷酸盐的极佳模拟物。
• N-Benzyl and N-aryl bis(phospha-Mannich adducts): Synthesis and catalytic activity of the related bidentate chelate platinum complexes in hydroformylation
  作者：Erika Bálint、Eszter Fazekas、Péter Pongrácz、László Kollár、László Drahos、Tamás Holczbauer、Mátyás Czugler、György Keglevich

  DOI：10.1016/j.jorganchem.2012.07.031

  日期：2012.10

  The microwave-assisted double Kabachnik–Fields (phospha-Mannich) reaction of benzylamine and arylamines, two equivalents of paraformaldehyde and the P(O)H reagent, such as dialkyl phosphites, ethyl phenyl-H-phosphinate and diphenylphosphine oxide gave the bis(P(O)CH2)amine derivatives in good yields. The bis(diphenylphosphinoxido) derivatives were converted to the corresponding ring platinum complexes

  微波辅助的苄基胺和芳基胺，两当量的多聚甲醛和P（O）H试剂（例如亚磷酸二烷基酯，苯基H-次膦酸乙基酯和二苯基膦氧化物）的双Kabachnik-Fields（phospha-Mannich）反应P（O）CH 2）胺衍生物的收率很高。脱氧后，双（二苯基膦氧化基）衍生物被转化为相应的环铂络合物，其催化活性在苯乙烯的加氢甲酰化中进行了测试。配合物之一的晶体结构分析表明，配合物结构与溶剂夹杂物之间有趣的相关性。
• Non-covalent Conjugates between Cationic Polyamino Acids and GdIII Chelates: A Route for Seeking Accumulation of MRI-Contrast Agents at Tumor Targeting Sites
  作者：Silvio Aime、Mauro Botta、Elena Garino、Simonetta Geninatti Crich、Giovanni Giovenzana、Roberto Pagliarin、Giovanni Palmisano、Massimo Sisti

  DOI：10.1002/1521-3765(20000717)6:14<2609::aid-chem2609>3.0.co;2-s

  日期：2000.7.17

  Three novel Gd chelates containing on their external surface pendant phosphonate and carboxylate groups, which promote the interaction with the positively charged groups of polyornithine and polyarginine, have been synthesized. Their solution structures have been assessed on the basis of H-1- and P-31-NMR spectra of the Eu and Yb analogues. A thorough investigation of the relaxometric (H-1 and O-17) Properties of the Gd chelates has been carried out and the observed relaxivities have been accounted for the sum of three contributions arising from water molecules in the first, second, and outer coordination layers, respectively. It has been found that the occurrence of a tight second coordination coating renders the dissociation of the water molecule directly coordinated to the Gd ion more difficult. The binding interactions between the negatively charged Gd chelates and the positively charged groups of polyornithine (ca. 140 residues) and polyarginine (ca. 204 residues) have been evaluated by means of the proton relaxation enhancement (PRE) method. Although the binding interaction decreases markedly in the presence of competitive anions in the solution medium, the affinity is strong enough that in blood serum it is possible to meet the conditions where most of the chelate is bound to the polyamino acid substrate. On this basis one may envisage a novel route for a MRI location of tumors as it is known that positively charged polyamino acids selectively bind to tumors having a greater negative charge than non-tumor cells.
• Upconverted Photosensitization of Tb Visible Emission by NIR Yb Excitation in Discrete Supramolecular Heteropolynuclear Complexes
  作者：Nabila Souri、Pingping Tian、Carlos Platas-Iglesias、Ka-Leung Wong、Aline Nonat、Loïc J. Charbonnière

  DOI：10.1021/jacs.6b12940

  日期：2017.2.1

  Addition of Tb3+ salts to a solution of a (YbLD) complex in D2O resulted in the formation of [(YbLD)(2)Tb-x] (x = 1 to 3) complexes that, upon NIR excitation at 980 nm, showed an unprecedented Yb to Tb upconversion sensitization phenomenon resulting in the observation of the typical green emission of Tb.