3-(diphenylamino)-3-oxopropanoic acid | 54091-20-2

• 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: 3-(diphenylamino)-3-oxopropanoic acid
• 英文别名: N,N-Diphenylcarbamoylessigsaeure；N,N-Diphenyl-malonsaeuremonoamid；malonic-acid bis-anilide；N,N-diphenylcarbamoylacetic acid；3-oxo-3-(N-phenylanilino)propanoic acid
• CAS: 54091-20-2
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: PMYIXXFQQIWVNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(diphenylamino)-3-oxopropanoic acid 在 甲烷磺酸 、 四磷十氧化物 作用下， 生成 4-羟基-1-苯基-1,2-二氢喹啉-2-酮
  参考文献：
  名称：

  Asymmetric synthesis of tetrahydropyran[3,2-c]quinolinones via an organocatalyzed formal [3 + 3] annulation of quinolinones and MBH 2-naphthoates of nitroolefin

  摘要：

  An efficient asymmetric and enantio-swithchable organocatalytic [3 + 3] annulation reaction using MBH-2-naphthoates of nitroalkenes and 4-hydroxyquinolin-2(1H)-ones has been developed. Densely substituted tetrahydropyrano[3,2-c]quinolinones scaffolds with two adjacent stereogenic centers are obtained with high yield (up to 95% yield) and good stereoselectivities (up to >20:1 dr and 96% ee) in an enantio-switchable manner. Furthermore, gram scale synthesis was achieved and the nitro group could easily transform into an amino group without any appreciable loss in the diastereo- and enantioselectivity. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2019.08.040
• 作为产物：
  描述：

  methyl 3-(diphenylamino)-3-oxopropanoate 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 15.0h， 生成 3-(diphenylamino)-3-oxopropanoic acid
  参考文献：
  名称：

  Design and Synthesis of Calcium and Magnesium Ionophores Based on Double-Armed Diazacrown Ether Compounds and Their Application to an Ion Sensing Component for an Ion-Selective Electrode

  摘要：

  The double-armed diazacrown ethers, which have a base diazacrown ether ring with two diamide-type side chains, were designed and synthesized on the basis of the proposed molecular model for the novel neutral Ca2+ and Mg2+ ionophores. The potentiometric ion-selective electrodes were prepared with over 20 kinds of systematically synthesized diazacrown ether derivatives. The relationship between the molecular structures of the ionophores and the ion selectivities was fully discussed. The electrodes based on the 21- and 18-membered diazacrown ether derivatives possessing a glycolic diamide and malonic diamide in their side chains (K23E1 and K22B5) exhibited excellent Ca2+ and Mg2+ selectivities, respectively. The ion-selectivity features of the novel Ca2+ and Mg2+ ionophores supply important structural information about the design of host molecules for alkaline earth metal cations.

  DOI：

  10.1021/ac00098a016

文献信息

• Synthesis of Acrylamides via the Doebner–Knoevenagel Condensation
  作者：Michael J. Zacuto

  DOI：10.1021/acs.joc.9b00450

  日期：2019.5.17

  A selective synthesis of acrylamides had been developed using the Doebner–Knoevenagel condensation. The reaction occurs under mild conditions at ambient temperatures, tolerates a wide array of functional groups, and affords the E-isomer with high selectivity. The reported method expands the scope of this classic reaction to a class of industrially important products and as well as to the use of aliphatic

  使用Doebner-Knoevenagel缩合反应已开发出丙烯酰胺的选择性合成方法。该反应在环境温度下的温和条件下发生，耐受各种官能团，并提供具有高选择性的E-异构体。报道的方法将这种经典反应的范围扩展到一类工业上重要的产品以及脂族醛的使用。已经提出了一种有机催化机理，并且已经证明了规模化该方法的能力。
• Acetamide derivatives
  申请人：Laboratoire L. Lafon

  公开号：US04177290A1

  公开（公告）日：1979-12-04

  Novel acetamide derivatives have been discovered to have useful pharmaceutical activity on the central nervous system. They may be prepared by reacting the corresponding ester or acid halide with the appropriately substituted amine.

  已经发现，新型的乙酰胺衍生物在中枢神经系统上具有有用的药用活性。它们可以通过将相应的酯或酸卤与适当取代的胺反应而制备。
• Ficini,J. et al., Bulletin de la Societe Chimique de France, 1974, p. 1528 - 1532
  作者：Ficini,J. et al.

  DOI：——

  日期：——
• US4168312A
  申请人：——

  公开号：US4168312A

  公开（公告）日：1979-09-18
• US4177290A
  申请人：——

  公开号：US4177290A

  公开（公告）日：1979-12-04