N-(p-methoxybenzyl)iminodiacetic acid | 1217900-36-1

• 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: N-(p-methoxybenzyl)iminodiacetic acid
• 英文别名: 2-[Carboxymethyl-[(4-methoxyphenyl)methyl]amino]acetic acid
• CAS: 1217900-36-1
• 化学式: C₁₂H₁₅NO₅
• 分子量: 253.255
• InChiKey: JFWHCQNDCJYKRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(p-methoxybenzyl)iminodiacetic acid 在 basic cobalt carbonate 作用下， 以 not given 为溶剂， 生成 triaqua(N-4-methoxyphenylmethyliminodiacetato)cobalt(II) monohydrate
  参考文献：
  名称：

  Chelating Ligand Conformation Driving the Hypoxanthine Metal Binding Patterns

  摘要：

  The X-ray diffraction structural results of 23 ternary compounds, type M-II(iminodiacetate-like)(hypoxanthine) [M = Co, Ni, Cu, or Zn], show that the iminodiacetate moiety conformation (mer-NO2 or fac-NO2) is able to drive the M-hypoxanthine binding patterns displaying the M-N9 or M-N3 bond, cooperating with a N9-H center dot center dot center dot O intramolecular interaction, respectively.

  DOI：

  10.1021/ic201918y
• 作为产物：
  描述：

  2,2'-(4-methoxybenzyl)imino-diacetic acid isopropyl ester 在 水 、 lithium hydroxide 作用下， 以 2-甲基四氢呋喃 为溶剂， 生成 N-(p-methoxybenzyl)iminodiacetic acid
  参考文献：
  名称：

  一种托法替布的有关物质及其制备方法和应 用

  摘要：

  本发明公开了一种托法替布的有关物质及其制备方法和应用，该物质的系统命名为：N,N’‑二乙酰{(3R,4R)‑4‑甲基‑3‑[甲基(7H‑吡咯并[2,3‑d]嘧啶‑4‑基)氨基]哌啶‑1‑基}亚胺。该杂质在缩合反应过程中生成水平较低，但由于该杂质与托法替布的主要官能基团一致，在后续成盐、精制过程中的清除效果有限，对托法替布原料药及制剂成品的质量影响较大。通过检测该杂质的存在，可以有效确定托法替布原料及制剂的质量。

  公开号：

  CN109053771B

文献信息

• Vibrational Spectroscopic Characterization and DFT Study of Palladium(II) Complexes with N-Benzyliminodiacetic Acid Derivatives
  作者：Neven Smrečki、Igor Rončević、Zora Popović

  DOI：10.1071/ch16150

  日期：——

  The reactions of N-benzyliminodiacetic acid (BnidaH2) and its para-substituted derivatives, namely N-(p-chlorobenzyl)iminodiacetic acid (p-ClBnidaH2), N-(p-nitrobenzyl)iminodiacetic acid (p-NO2BnidaH2), and N-(p-methoxybenzyl)iminodiacetic acid (p-MeOBnidaH2) with sodium tetrachloropalladate(II) were performed in aqueous solutions. Three new complexes [Pd(p-ClBnidaH)2]·2H2O (2), [Pd(p-NO2BnidaH)2]·2H2O

  的反应Ñ -benzyliminodiacetic酸（BnidaH 2）和它的对位-取代的衍生物，即ñ - （p -氯苄基）亚氨基二乙酸（p -ClBnidaH 2），Ñ - （p -硝基苄基）亚氨基二乙酸（p -NO 2 BnidaH 2），和N-（对甲氧基苄基）亚氨基二乙酸（p- MeOBnidaH 2）与四氯palladate （II）在水溶液中进行。三种新的配合物[Pd（p -ClBnidaH）2 ]·2H制备了2 O（2），[Pd（p -NO 2 BnidaH）2 ]·2H 2 O（3）和[Pd（p -MeOBnidaH）2 ]（4）并通过红外光谱，热重和差热分析进行了表征。分析。这三种配合物的分子几何结构和红外光谱，连同先前合成的[Pd（BnidaH）2 ]·2H 2 O（1a）和[Pd（BnidaH）2 ]（1b）均使用密度泛函理论计算在具有SDD伪电位的理论BP86 / 6–311
• Ternary palladium(II) complexes with N-benzyliminodiacetic acid derivatives and 2,2′-bipyridine: Preparation, thermogravimetric, vibrational spectroscopic, DFT, NMR studies and biological activity in vitro
  作者：Zora Popović、Neven Smrečki、Ozren Jović、Katarina Mišković Špoljarić、Dajana Gašo-Sokač、Valentina Bušić、Sunčica Roca、Berislav Marković

  DOI：10.1016/j.ica.2020.120131

  日期：2021.2

  with paladium(II) chloride and 2,2'-bipyridine, were performed in water-acetonitrile solutions. Four new prepared complexes [Pd(Bnida)(bipy)]∙2H2O (1), [Pd(p-ClBnida)(bipy)]∙4H2O (2), [Pd(p-NO2Bnida)(bipy)]∙2H2O (3) and [Pd(p-MeOBnida)(bipy)]∙3H2O (4) were identified by means of chemical analysis and mass spectrometry, and characterized by infrared spectroscopy and thermal analysis (TG/DTA). The molecular

  摘要N-苄基亚氨基二乙酸（BnidaH2）及其对位取代衍生物的反应：N-（对氯苄基）亚氨基二乙酸（p-ClBnidaH2），N-（对硝基苄基）亚氨基二乙酸（p-NO2BnidaH2）和N-（对甲氧基苄基）亚氨基二乙酸（p-MeOBnidaH2）与氯化钯（II）和2,2'-联吡啶在水-乙腈溶液中进行。四种新制备的配合物[Pd（Bnida）（bipy）]∙2H2O（1），[Pd（p-ClBnida）（bipy）]∙4H2O（2），[Pd（p-NO2Bnida）（bipy）]∙2H2O（ 3）和[Pd（p-MeOBnida）（bipy）]∙3H2O（4）通过化学分析和质谱鉴定，并通过红外光谱和热分析（TG / DTA）进行表征。在BP86 / def2-TZVP（Pd：ECP）的理论水平上，使用DFT计算对这四种配合物的分子几何结构和红外光谱进行建模。广泛的NMR研究表明，溶液（DMSO）中存在
• Automated synthesis of small molecules using chiral, non-racemic boronates
  申请人：The Board of Trustees of the University of Illinois

  公开号：US10239824B2

  公开（公告）日：2019-03-26

  Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification.

  本发明提供了制作和使用手性、非气相保护有机硼酸（包括蒎烯衍生亚氨基二乙酸（PIDA）硼酸盐）的方法，以指导和实现有机分子的立体选择性合成。此外，还提供了从溶液中纯化 PIDA 硼酸盐的方法。还提供了从 PIDA 配体中对硼酸进行脱保护的方法。纯化和脱保护方法可与硼酸的偶联或其他反应方法结合使用。去保护、偶联和纯化的迭代循环可用于合成手性非外消旋化合物。这些方法适用于自动化化学合成工艺。此外，还提供了一种自动化小分子合成装置，可利用去保护、偶联和纯化的迭代循环，自动立体选择性合成手性非外消旋小分子。
• Nickel(II) derivatives of N-benzyliminodiacetate(2−) ligands, with and without imidazole: Synthesis, crystal structure and properties
  作者：D.K. Patel、D. Choquesillo-Lazarte、J.M. González-Pérez、A. Domínguez-Martín、A. Matilla-Hernandez、A. Castiñeiras、J. Niclós-Gutiérrez

  DOI：10.1016/j.poly.2009.09.034

  日期：2010.2

  In an attempt to prepare binary and ternary compounds, we have obtained two molecular complexes [Ni(MEBIDA or MOBIDA)(H2O)(3)]center dot nH(2)O (n = 0 or 1) and two iso-type salts [Ni(Him)(6)][Ni(MEBIDA or MOBIDA)(2)]center dot 4H(2)O [MEBIDA = N-(p-methylbenzyl)iminodiacetate(2-) and MOBIDA = N-(p-methoxybenzyl)iminodiacetate(2-) ligands, Him = imidazole]. Our results are discussed with regard to related copper(II) and nickel(II) compounds. The reasons for which these chelating ligands produce nickel(II) salts instead of ternary compounds remain unclear since other iminodiacetate-like ligands give true ternary Ni(II) compounds with imidazole and other N-heterocyclic ligands. (C) 2009 Elsevier Ltd. All rights reserved.
• AUTOMATED SYNTHESIS OF SMALL MOLECULES USING CHIRAL, NON-RACEMIC BORONATES
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20170158614A1

  公开（公告）日：2017-06-08

  Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification.