N,N-(pyromellitoyl)-bis-L-leucine | 144443-35-6

• 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,N-(pyromellitoyl)-bis-L-leucine
• 英文别名: [(2s,2's)-2,2'-(1,3,5,7-Tetraoxopyrrolo[3,4-f]isoindole 2,6(1h,3h,5h,7h)-diyl)bis(4-methylpentanoic acid)]；(2S)-2-[2-[(1S)-1-carboxy-3-methylbutyl]-1,3,5,7-tetraoxopyrrolo[3,4-f]isoindol-6-yl]-4-methylpentanoic acid
• CAS: 144443-35-6
• 化学式: C₂₂H₂₄N₂O₈
• 分子量: 444.441
• InChiKey: FMNBKHOVKNDWGY-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  149
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N,N-(pyromellitoyl)-bis-L-leucine 在 氯化亚砜 作用下， 生成 (2S)-2-[2-[(2S)-1-chloro-4-methyl-1-oxopentan-2-yl]-1,3,5,7-tetraoxopyrrolo[3,4-f]isoindol-6-yl]-4-methylpentanoyl chloride
  参考文献：
  名称：

  在绿色介质（离子液体）下合成主链上带有氨基酸部分的可溶性聚（酰胺-醚-酰亚胺-脲）

  摘要：

  在这项研究中，旋光性二胺N，N' -（苯四甲基）-双{ N- [4（4-氨基苯氧基）苯基] -2-（4-甲基）戊酰胺}（1）含有氨基酸l分三个步骤制备了亮氨酸。在室温离子液体（IL），作为环境友好溶剂的1,3-二丙基咪唑鎓溴化物和在挥发性有机溶剂中，研究了该手性二胺与几种二异氰酸酯的逐步增长聚合反应。在两种溶剂中比较了所得的聚（酰胺-醚-酰亚胺-脲）的聚合产率和固有粘度。结果表明，IL是优良的聚合介质。所有获得的聚合物在某些极性非质子有机溶剂（如N，N-二甲基乙酰胺，N，N）中均显示出良好的溶解性热重分析和差示扫描量热法实验未发现热稳定性受到干扰的情况下，生成了二甲基甲酰胺，二甲基亚砜。聚合物的X射线衍射分析表明，它们是无定形的。旋光性的观察证实了所制备的聚合物的旋光性。

  DOI：

  10.1007/s00726-010-0660-x
• 作为产物：
  描述：

  反应 15.0h， 生成 N,N-(pyromellitoyl)-bis-L-leucine
  参考文献：
  名称：

  包含多巴胺和天然氨基酸的新型纳米结构手性聚（酰胺-酰亚胺）的合成

  摘要：

  通过N，N ' -（均苯四甲酰基）-双-L - α-氨基酸与3，N，N '的直接缩聚反应合成了四种具有良好固有粘度的新型热稳定且光学活性的聚（酰胺-酰亚胺）（PAI）。在由熔融盐，四丁基溴化铵和亚磷酸三苯酯作为活化剂组成的介质中的5-二氨基-N-（3,4-二羟基-苯乙基）苯甲酰胺 聚合反应以高收率生产了一系列新型PAI，PAA在侧链中包含多巴胺链段，固有粘度在0.33至0.49 dL / g之间。所得聚合物通常通过FT-IR 1表征。1 H NMR光谱，元素分析，粉末X射线衍射，场发射扫描电子显微镜，比浓对数粘度和溶解度测试。还使用热重分析（TGA和DTG）和极限氧指数（LOI）研究了PAI的热性能和阻燃性能。通过热分析获得的数据表明这些聚合物表现出良好的热稳定性。此外，TGA的高炭收率和良好的LOI值表明所获得的聚合物能够表现出良好的阻燃性能。 通过3,5-二氨基-N-（3,4-二羟基苯

  DOI：

  10.1007/s12039-012-0351-0

文献信息

• Synthesis, characterization and in vitro antimicrobial and biodegradability study of pseudo-poly(amino acid)s derived from N,N′-(pyromellitoyl)-bis-l-tyrosine dimethyl ester as a chiral bioactive diphenolic monomer
  作者：Shadpour Mallakpour、Farhang Tirgir、Mohammad R. Sabzalian

  DOI：10.1007/s00726-010-0686-0

  日期：2011.2

  N,N′-(pyromellitoyl)-bis-l-tyrosine dimethyl ester (7) as a chiral bioactive diphenolic monomer was prepared in three steps. The aim of this work was to obtain novel optically and biologically active pseudo-poly(amino acid)s (PAA)s that are more soluble in common organic solvents while maintaining their high thermal stability. Thus, several new, highly soluble, thermally stable, optically active and

  在该研究中N， ' - （pyromellitoyl） -双-升-酪氨酸甲酯（7），为手性的生物活性在三个步骤制备双酚单体。这项工作的目的是获得新型的光学和生物活性假聚（氨基酸）（PAA），它们在普通的有机溶剂中更易溶，同时保持其高的热稳定性。因此，通过使用甲苯磺酰氯，吡啶和N，N通过直接缩聚反应，制备了几种新的，高溶解性，热稳定，光学活性和可生物降解的主链中包含不同氨基酸部分的PAA，它们具有中等分子量。′-二甲基甲酰胺作为缩合剂。用FT-IR，1 H-NMR，元素和热重分析技术对所得的新型聚合物进行表征。此外，在培养基中对双酚单体7，不同的合成二酸（3a - 3e）和获得的PAA进行了体外毒性和生物降解性研究，结果表明合成的化合物和由其衍生的聚合物具有生物活性和可生物降解性。在自然环境下。
• Ultrasonic-assisted synthesis and characterization of layered double hydroxides intercalated with bioactive N,N′-(pyromellitoyl)-bis-l-α-amino acids
  作者：Shadpour Mallakpour、Mohammad Dinari、Vajiheh Behranvand

  DOI：10.1039/c3ra43645d

  日期：——

  In this study Mg/Al layered double hydroxides (LDHs) and organo-modified chiral LDHs were synthesized in one step under green conditions. Co-precipitation reaction of the Al(NO3)3·9H2O, Mg(NO3)2·6H2O and different biocompatible N,N-(pyromellitoyl)-bis-L-amino acids was carried out in aqueous solution in a short time by an ultrasonic technique. Field emission scanning electron microscopy and transmission electron microscopy techniques showed that the resulting products have good crystallinity and uniform morphology. The presence of the bioactive surfactants in the interlayer space of LDH was confirmed by Fourier transform infrared spectroscopy, X-ray diffraction (XRD) and thermogravimetry analysis techniques. As expected, the positions of the basal reflections in the XRD patterns of modified samples are shifted to higher d value indicating the expansion of the interlayer distance. Thermal properties were investigated by the thermogravimetric analysis technique.

  在这项研究中，镁/铝层状双氢氧化物（LDHs）和有机改性手性LDHs在绿色条件下一步合成。通过超声波技术，在水溶液中快速进行铝硝酸盐（Al(NO3)3·9H2O）、镁硝酸盐（Mg( )2·6H2O）和不同生物相容性N,N-(丙烯酰基)双-L-氨基酸的共沉淀反应。场发射扫描电子显微镜和透射电子显微镜技术表明，所得到的产品具有良好的结晶性和均匀的形态。通过傅里叶变换红外光谱、X射线衍射（XRD）和热重分析技术确认生物活性表面活性剂存在于LDH的层间空间中。如预期，改性样品的XRD图谱中的基面反射位置向较高的d值移动，表明层间距的扩大。热性能通过热重分析技术进行了研究。
• Novel nanostructure amino acid-based poly(amide–imide)s enclosing benzimidazole pendant group in green medium: fabrication and characterization
  作者：Shadpour Mallakpour、Mohammad Dinari

  DOI：10.1007/s00726-012-1236-8

  日期：2012.10

  In the present work, several novel optically active nanostructure poly(amide-imide)s (PAI)s were synthesized via step-growth polymerization reaction of chiral diacids based on pyromellitic dianhydride-derived dicarboxylic acids containing different natural amino acids such as l-alanine, S-valine, l-leucine, l-isoleucine, l-methionine, and l-phenylalanine with 2-(3,5-diaminophenyl)-benzimidazole under green conditions using molten tetrabutylammonium bromide. The new optically active PAIs were achieved in good yields and moderate inherent viscosity up to 0.41 dL/g. The synthesized polymers were characterized with FT-IR, H-1-NMR, X-ray diffraction, field emission scanning electron microscopy (FE-SEM), elemental and thermogravimetric analysis (TGA) techniques. These polymers show high solubility in organic polar solvents due to the presence of amino acid and benzimidazole pendant group at room temperature. FE-SEM results show that, these chiral nanostructured PAIs have spherical shapes and the particle size is around 20-80 nm. On the basis of TGA data, such PAIs are thermally stable and can be classified as self-extinguishing polymers. In addition due to the existence of amino acids in the polymer backbones, these macromolecules are not only optically active but also could be biodegradable and thus may well be classified under environmentally friendly materials.
• Ionic liquid catalyzed synthesis and characterization of heterocyclic and optically active poly (amide-imide)s incorporating l-amino acids
  作者：Saeed Zahmatkesh

  DOI：10.1007/s00726-010-0667-3

  日期：2011.2

  N,N'-Pyromelliticdiimido-di-l-alanine (1), N,N'-Pyromelliticdiimido-di-l-phenylalanine (2), and N,N'-Pyromelliticdiimido-di-l-leucine (3) were prepared from the reaction of Pyromellitic dianhydride with corresponding l-amino acids in a mixture of glacial acetic acid and pyridine solution (3/2 ratio) under refluxing conditions. A series of poly (amide-imide)s containing l-amino acids were prepared from the synthesized dicarboxylic acids with two synthetic aromatic diamines in an ionic liquid (IL) as a green, safe and eco-friendly medium and also reactions catalysis agent. Evaluation of data shows that IL is the better polyamidation medium than the reported method and the catalysis stand on the higher inherent viscosities of the obtained PAIs and the rate of polymerizations beyond the greener reaction conditions and deletion of some essential reagents in conventional manners. Characterization were performs by means of IR, MS and (1)H NMR spectroscopy, elemental analysis, specific rotation, thermogravimetric analysis and differential scanning calorimetric techniques. Molecular weights of the obtained polymers were evaluated viscometrically, and the measured inherent viscosities were in the range 0.43-0.85 dL/g. These polymers were readily soluble in many organic solvents. These polymers still kept good thermal stability with glass transition temperatures in the range of 94-154A degrees C, and the decomposition temperature under the nitrogen atmosphere for 10% weight-loss temperatures in excess of 308A degrees C.