methyl bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximidoacetic acid | 889097-16-9

• 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: methyl bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximidoacetic acid
• 英文别名: methyl endo-2-(3,5-dioxo-4-azatricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-acetate；N-(endo-himoyl)-glycine methyl ester；N-methoxycarbonylmethyl cis-5-norbornene-endo-2,3-dicarboximide；Methyl (3,5-dioxo-4-azatricyclo[5.2.1.0~2,6~]dec-8-en-4-yl)acetate；methyl 2-[(1S,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetate
• CAS: 889097-16-9
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: ORUDFZQFTKKIEJ-OXMRFTEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximidoacetic acid 在 一水合肼 作用下， 以 异丙醇 为溶剂， 以89%的产率得到bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximidoacetic acid hydrazide
  参考文献：
  名称：

  双环[2.2.1]庚-2-烯-内，内-5,6-二芳基亚氨基乙酸叠氮化物的合成及一些反应

  摘要：

  DOI：

  10.1023/b:rujo.0000013149.46416.76
• 作为产物：
  描述：

  (Z)-N-(3-carboxy-1-oxo-2-propenyl)-glycine methyl ester 在 六甲基二硅氮烷 、 zinc dibromide 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 methyl bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximidoacetic acid
  参考文献：
  名称：

  Bodtke; Otto, Hans-Hartwig, Pharmazie, 2005, vol. 60, # 11, p. 803 - 813

  摘要：

  DOI：

文献信息

• The synthesis of N-norbornenyl-amino acids and esters: Monomers for the preparation of well defined polymers
  作者：Stefano C.G Biagini、Stephen M Bush、Vernon C Gibson、Luisa Mazzariol、Michael North、William G Teasdale、Carol M Williams、Guiseppe Zagotto、Dora Zamuner

  DOI：10.1016/0040-4020(95)00349-d

  日期：1995.6

  Two routes to the synthesis of various norbornene containing amino acid derivatives are described. The methodology also allows the preparation of the 7-oxonorbornene analogues, and a kinetics study of the racemisation of one of the monomers is reported.

  描述了两种合成各种含降冰片烯氨基酸衍生物的途径。该方法还允许制备7-氧杂降冰片烯类似物，并且报道了一种单体的外消旋作用的动力学研究。
• Synthesis of hybrid block copolymers via integrated ring-opening metathesis polymerization and polymerization of NCA
  作者：Yugang Bai、Hua Lu、Ettigounder Ponnusamy、Jianjun Cheng

  DOI：10.1039/c1cc13531g

  日期：——

  Linear hybrid block copolymers with well controlled molecular weights and narrow polydispersities were synthesized via ring-opening metathesis polymerization (ROMP) followed by ring-opening polymerization of amino acid N-carboxyanhydrides.

  通过开环易位聚合（ROMP），然后进行氨基酸N-羧基酐的开环聚合，合成了具有良好控制的分子量和窄的多分散性的线性杂化嵌段共聚物。
• Imaging Block-Selective Copolymer Solvation
  作者：Or Eivgi、Alexis C. Ravenscroft、Suzanne A. Blum

  DOI：10.1021/jacs.2c12576

  日期：2023.2.1

  individual-block solvation in self-assembled block copolymer systems is experimentally difficult, but this solvation underpins the assembly and disassembly observed at the bulk scale. Here, covalently attached viscosity-sensitive molecular rotors for fluorescence lifetime imaging microscopy uncover and quantitatively elucidate previously undisclosed differential block-selective responses toward solvation changes

  了解自组装嵌段共聚物系统中的单个嵌段溶剂化在实验上是困难的，但这种溶剂化支持在大批量观察到的组装和拆卸。在这里，用于荧光寿命成像显微镜的共价连接的粘度敏感分子转子发现并定量阐明了先前未公开的差异嵌段选择性反应，这些反应在将 DMSO 和 THF 添加到自组装的基于 ROMP 的两亲嵌段共聚物时对溶剂化变化。这种方法的灵敏度提供了有关块选择性溶剂触发组装和拆卸机制的独特信息，揭示了传统1不可见或具有更高灵敏度的行为核磁共振氢谱。这些实验展示了一种分析方法并提供了细粒度的机理理解，两者都适用于微调嵌段共聚物组装和拆卸过程。
• Features of reactions between (3,5-dioxo-4-azatricyclo-[5.2.1.02-endo,6-endo ]dec-8-en-4-yl)carboxylic acids and p-nitrophenyl azide
  作者：I. N. Tarabara、Ya. S. Bondarenko、L. I. Kas’yan

  DOI：10.1134/s1070428009020146

  日期：2009.2

  Reactions were performed of (3,5-dioxo-4-azatricyclo[5.2.1.0(2-endo,6-endo) ]dec-8-en-4-yl)carboxylic acids and their derivatives with p-nitrophenyl azide. A significant fact of the involvement of the carboxy group into the formation of aziridine ring was established and the intermolecular character of this process was confirmed. The structure of compounds synthesized was proved by IR and H-1 NMR spectra.