bis-(4-formylamino-phenyl)-ether | 163934-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis-(4-formylamino-phenyl)-ether
• 英文别名: Bis-(4-formylamino-phenyl)-aether；N-[4-(4-formamidophenoxy)phenyl]formamide
• CAS: 163934-41-6
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: RBJAGGRZVQQUKX-UHFFFAOYSA-N

物化性质

• 沸点：
  527.8±35.0 °C(Predicted)
• 密度：
  1.323±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  4,4'-二氨基二苯醚	4,4'-oxydiphenylene diamine	101-80-4	C12H12N2O	200.24

反应信息

• 作为反应物：
  描述：

  bis-(4-formylamino-phenyl)-ether 在 盐酸 、 三甲基溴硅烷 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 oxydiphenyl-4,4`-bis[aminomethylidene(bisphosphonic)] acid
  参考文献：
  名称：

  Synthesis and antiproliferative activity of aromatic and aliphatic bis[aminomethylidene(bisphosphonic)] acids

  摘要：

  A series of aromatic and aliphatic bis[aminomethylidene(bisphosphonic)] acids was synthesized in the reaction of triethylphosphite with isonitriles followed by hydrolysis or dealkylation. The in vitro anti-proliferative effect of all synthesized tetraphosphonic acids against MCF-7 breast cancer cells, J774E macrophages and HL-60 promyelocytic leukemia cells was determined. Three aromatic derivatives (5a, 5f and 5j) showed a similar or higher anti-proliferative activity than zoledronic acid. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.071
• 作为产物：
  描述：

  4,4'-二氨基二苯醚 、 甲乙酐 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 bis-(4-formylamino-phenyl)-ether
  参考文献：
  名称：

  Supramolecular Compounds from Multiple Ugi Multicomponent Macrocyclizations:  Peptoid-based Cryptands, Cages, and Cryptophanes

  摘要：

  The first 3-fold multicomponent macrocyclizations of trifunctional building blocks were developed to produce, in one pot, cryptands, cages, and cryptophanes with peptoid tethers carrying additional recognition motifs. The straightforward, efficient, and diversity-oriented fashion by which these complex macromulticycles are obtained is suitable for building combinatorial libraries of synthetic receptors with potential applicability in catalysis and supramolecular and coordination chemistry. The strategy also easily allows creation of asymmetric macromulticyclic cavities, with up to 20 new bonds formed in one pot.

  DOI：

  10.1021/ja060720r

文献信息

• Synthesis of Steroid−Biaryl Ether Hybrid Macrocycles with High Skeletal and Side Chain Variability by Multiple Multicomponent Macrocyclization Including Bifunctional Building Blocks
  作者：Ludger A. Wessjohann、Daniel G. Rivera、Francisco Coll

  DOI：10.1021/jo0608570

  日期：2006.9.1

  Utilizing the multiple multicomponent macrocyclization including bifunctional building blocks (MiB) strategy, a library of nonracemic, nonrepetitive peptoid-containing steroid−biaryl ether hybrid macrocycles was built. Up to 16 new bonds, including those of the macrocyclization, can be formed in one pot simultaneously while introducing varied elements of diversity. Functional diversity is generated

  利用包括双功能构件（MiB）策略在内的多组分大环化，建立了一个非外消旋，非重复的类肽类固醇-二芳基醚杂化大环化合物库。一个锅中最多可以同时形成多达16个新键，包括大环化键，同时引入了多样性的多样性。功能多样性的产生主要是通过选择带有相应识别或催化基序的Ugi反应性功能构件。它们似乎附着在大环腔的拟肽骨架上，类似于在酶活性位点发现的氨基酸侧链。同样地，骨骼多样性是基于定义的双功能结构单元的变化而来的，它们允许平行形成形状和大小各异，从而在功能上高度不同的大环腔。这种简单的方法适用于生成多功能大环化合物，用于催化，超分子或生物化学。
• One-Step Synthesis of Natural Product-Inspired Biaryl Ether-Cyclopeptoid Macrocycles by Double Ugi Multiple-Component Reactions of Bifunctional Building Blocks
  作者：Dirk Michalik、Angela Schaks、Ludger A. Wessjohann

  DOI：10.1002/ejoc.200600354

  日期：2007.1

  Isonitrile-functionalized biaryl ethers can serve as key building blocks for the highly efficient one-step production of natural product inspired-macrocycles, with six or even twelve new bonds and rings with up to 50 members being formed in total yields of up to 51 %. Aliphatic diamine and diacid tethers give access to two different classes of N-substituted biaryl ether cyclopeptides, suitable for

  异腈官能化联芳醚可作为高效一步生产天然产物启发的大环的关键构建块，以高达 51 % 的总产率形成六个甚至十二个新键和环，最多 50 个成员. 脂肪族二胺和二酸系链提供了两种不同类别的 N 取代联芳醚环肽，适用于文库构建。作为 MiBs（多个多组分大环化/大环，包括双功能构件）的概念性工作的一部分，研究了柔性系链的长度和类型对环化倾向的影响。（© Wiley-VCH Verlag GmbH & Co. KGaA，69451德国魏因海姆，2007）
• Acyl derivatives of 4, 4'-diamino diphenyl oxide
  申请人：DOW CHEMICAL CO

  公开号：US01900442A1

  公开（公告）日：1933-03-07