{[1-(2-Nitro-phenyl)-meth-(Z)-ylidene]-amino}-acetic acid methyl ester | 219782-24-8

• 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: {[1-(2-Nitro-phenyl)-meth-(Z)-ylidene]-amino}-acetic acid methyl ester
• 英文别名: Methyl 2-[(2-nitrophenyl)methylideneamino]acetate
• CAS: 219782-24-8
• 化学式: C₁₀H₁₀N₂O₄
• 分子量: 222.2
• InChiKey: DVBIEZXBVGVKQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {[1-(2-Nitro-phenyl)-meth-(Z)-ylidene]-amino}-acetic acid methyl ester 在 哌啶 、 吡啶 、 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 (S,Sp)-Ph-Phosferrox 、 lithium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  18-Ar-spirotryprostatin A 类似物的简明不对称全合成

  摘要：

  [显示省略]

  DOI：

  10.1016/j.tetlet.2024.154968
• 作为产物：
  描述：

  甘氨酸甲酯盐酸盐 、 邻硝基苯甲醛 在 magnesium sulfate 、 吗啉 作用下， 以 四氢呋喃 为溶剂， 生成 {[1-(2-Nitro-phenyl)-meth-(Z)-ylidene]-amino}-acetic acid methyl ester
  参考文献：
  名称：

  18-Ar-spirotryprostatin A 类似物的简明不对称全合成

  摘要：

  [显示省略]

  DOI：

  10.1016/j.tetlet.2024.154968

文献信息

• Metal-Free Asymmetric 1,3-Dipolar Cycloaddition of N-Arylmaleimides to Azomethine Ylides Catalyzed by Chiral Tertiary Amine Thiourea
  作者：Jian-Fei Bai、Liang-Liang Wang、Lin Peng、Yun-Long Guo、Jun-Nan Ming、Fei-Ying Wang、Xiao-Ying Xu、Li-Xin Wang

  DOI：10.1002/ejoc.201100205

  日期：2011.8

  The first metal-free asymmetric 1,3-dipolar cycloaddition of N-arylmaleimides to azomethine ylides catalyzed by chiral tertiary amine thiourea to form multiply substituted pyrrolidines in excellent yields (up to 89 %) and enantioselectivities (up to 96 % ee) is presented. This procedure allows a rapid diversity-oriented synthesis of chiral pyrrolidine derivatives with high optical purity.

  首次在手性叔胺硫脲催化下，N-芳基马来酰亚胺与偶氮甲碱叶立德的无金属不对称 1,3-偶极环加成反应以优异的产率（高达 89 %）和对映选择性（高达 96 % ee）形成多取代的吡咯烷. 该程序允许快速合成具有高光学纯度的手性吡咯烷衍生物。
• Backbone Modifications of Aromatic Peptide Nucleic Acid (APNA) Monomers and Their Hybridization Properties with DNA and RNA
  作者：Lee D. Fader、Michael Boyd、Youla S. Tsantrizos

  DOI：10.1021/jo001650o

  日期：2001.5.1

  Aromatic peptide nucleic acid (APNA) monomers containing N-(2-aminobenzyl)-glycine, N-(2-aminobenzyl)-(R)- or -(S)-alanine, and N-(2-aminobenzyl)-beta -alanine moieties as part of their backbone were synthesized. These novel analogues were incorporated as a single "point mutation" in PNA hexamers, and their physicochemical properties were investigated by UV thermal denaturation and CD experiments. Destabilization in tripler formation between the PNA-APNA chimeras and complementary DNA or RNA oligomers was observed, as compared to the PNA control. The APNA monomer composed of the N-(2-aminobenzyl)-glycine backbone led to the smallest decrease in the thermal stability of the triplexes formed with DNA and RNA, while maintaining selectivity for base-pairing recognition. Since the PNA-APNA chimeras are more lipophilic than the corresponding PNA homopolymers, these oligomers may also exhibit better cell membrane permeability properties.