3-((4-甲氧基苯基)氨基)丁酸乙酯 | 870654-46-9

• 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
• 中文名称: 3-((4-甲氧基苯基)氨基)丁酸乙酯
• 英文名称: ethyl 3-((4-methoxyphenyl)amino)butanoate
• 英文别名: Ethyl 3-(p-methoxyanilino)butyrate；Ethyl 3-(4-methoxyanilino)butanoate
• CAS: 870654-46-9；158261-98-4
• 化学式: C₁₃H₁₉NO₃
• 分子量: 237.299
• InChiKey: HPVKVXCJYUXWIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-((4-甲氧基苯基)氨基)丁酸乙酯 在 4-二甲氨基吡啶 、 叔丁基氯化镁 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-(4-methoxyphenyl)-2,5-dimethyl-6-oxo-1,2,3,6-tetrahydropyridin-4-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Stereodefined Homopropargyl Amines by Tandem Nucleophilic Addition/Fragmentation of Dihydropyridone Triflates

  摘要：

  Dihydropyridone (DHPD) triflates undergo nucleophile-triggered fragmentation to provide homopropargyl amine derivatives, the stereochemistry of which is defined by starting from readily available beta-amino esters.

  DOI：

  10.1021/ol102760q
• 作为产物：
  描述：

  ethyl 3-((4-methoxyphenyl)amino)but-2-enoate 在 sodium triacetoxyborohydride 、 溶剂黄146 、 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 以100%的产率得到3-((4-甲氧基苯基)氨基)丁酸乙酯
  参考文献：
  名称：

  Stereodefined Homopropargyl Amines by Tandem Nucleophilic Addition/Fragmentation of Dihydropyridone Triflates

  摘要：

  Dihydropyridone (DHPD) triflates undergo nucleophile-triggered fragmentation to provide homopropargyl amine derivatives, the stereochemistry of which is defined by starting from readily available beta-amino esters.

  DOI：

  10.1021/ol102760q

文献信息

• Formation of 2,3-dihydro-4(1H)-quinolones and related compounds via Fries-type acid-catalysed rearrangement of 1-arylazetidin-2-ones
  作者：Shinto Kano、Tsutomu Ebata、Shiroshi Shibuya

  DOI：10.1039/p19800002105

  日期：——

  corresponding 2,3-dihydro-4(1H)-quinolones via acyl migration and N–CO fission. In the case of 1-(3-substituted phenyl)azetidin-2-ones, two positional isomeric products, 5- and 7-substituted 2,3-dihydro-4(1H)-quinolones were obtained. 4-Methyl-, 4-ethoxycarbonyl-, and 4-piperidin-2yl-1-arylazetidin-2-ones and their analogues were also converted into the corresponding 2-substituted 2,3dihydro-4(1H)-quinolones

  各种1-芳基氮杂环丁烷-2-酮在回流下用三氟乙酸，100°C或浓的甲磺酸处理。通过酰基迁移和N–CO裂变生成硫酸，得到相应的2,3-二氢-4（1 H）-喹诺酮。在1-（3-取代的苯基）氮杂环丁烷-2-酮的情况下，获得两个位置异构产物，即5-和7-取代的2，3-二氢-4（1H）-喹诺酮。在酸性条件下，还将4-甲基-，4-乙氧基羰基-和4-哌啶-2-基-1-芳基氮杂环丁烷-2-酮及其类似物转化为相应的2-取代的2,3-二氢-4（1 H）-喹诺酮。 。3-取代的1-苯基氮杂环丁烷-2-酮（36）和（37）被转化为呋喃[3,2- c通过应用该方法分别制得]喹啉系统（38）和（40）。
• The Merger of Aryl Radical-Mediated Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Cross-Coupling-Type Functionalization of Alkyl Iodides
  作者：Lewis Caiger、Huaibo Zhao、Timothée Constantin、James J. Douglas、Daniele Leonori

  DOI：10.1021/acscatal.3c00571

  日期：——

  cross-couple unactivated secondary alkyl iodides with various N-, O-, and C-based nucleophiles. This strategy harnesses the ability of photoredox-generated phenyl radicals to mediate halogen-atom transfer (XAT) and convert alkyl iodides into the corresponding radicals. These species engage in a second catalytic cycle, mediated by copper, which enables C–N/O/C bond formation with the various nucleophiles

  在这里，我们报告了一种工具箱策略，用于将未活化的仲烷基碘与各种基于 N、O 和 C 的亲核试剂交叉偶联。该策略利用光氧化还原产生的苯基自由基介导卤素原子转移 (XAT) 并将烷基碘转化为相应自由基的能力。这些物质参与由铜介导的第二个催化循环，从而能够与各种亲核试剂形成 C-N/O/C 键。
• Chemo- and Diastereoselective Reduction of .beta.-Enamino Esters: A Convenient Synthesis of Both cis- and trans-.gamma.-Amino Alcohols and .beta.-Amino Esters
  作者：Giuseppe Bartoli、Cristina Cimarelli、Enrico Marcantoni、Gianni Palmieri、Marino Petrini

  DOI：10.1021/jo00097a039

  日期：1994.9

  Convenient procedures for the chemo- and diastereoselective reduction of beta-enamino esters 1 are described. Both cis- and trans-gamma-amino alcohols 2 or beta-amino esters 3 can be prepared by reduction of beta-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Nali-PrOH or NaHbB(OAc)(3)/AcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are discussed. The relative configurations and conformations of the diastereoisomeric gamma-amino alcohols 2 and beta-amino esters 3 obtained are established by H-1 and C-13 NMR study and unequivocally set by their cyclic derivatives tetrahydro-1,3-oxazines 4.
• KANO SHINZO; EBATA TSUTOMU; SHIBUYA SHIROSHI, J. CHEM. SOC. PERKIN TRANS., PART 1, 1980, NO 10, 2105-2111
  作者：KANO SHINZO、 EBATA TSUTOMU、 SHIBUYA SHIROSHI

  DOI：——

  日期：——
• Stereodefined Homopropargyl Amines by Tandem Nucleophilic Addition/Fragmentation of Dihydropyridone Triflates
  作者：Jumreang Tummatorn、Gregory B. Dudley

  DOI：10.1021/ol102760q

  日期：2011.1.7

  Dihydropyridone (DHPD) triflates undergo nucleophile-triggered fragmentation to provide homopropargyl amine derivatives, the stereochemistry of which is defined by starting from readily available beta-amino esters.