ethyl 2-(phenylcarbamoyl)-2-phenylacetate | 20628-57-3

• 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: ethyl 2-(phenylcarbamoyl)-2-phenylacetate
• 英文别名: 2,N-diphenylmalonamic acid ethyl ester；Ethyl 3-anilino-3-oxo-2-phenylpropanoate
• CAS: 20628-57-3
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: POGKVYIGKVNQQF-UHFFFAOYSA-N

物化性质

• 沸点：
  481.7±38.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(phenylcarbamoyl)-2-phenylacetate 在 三氯化铝 、 三氯氧磷 作用下， 以 氯苯 为溶剂， 反应 4.5h， 生成 2,4-二氯-3-苯基-喹啉
  参考文献：
  名称：

  Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 4: 3-Alkyl-4-halo-6-nitroquipazines

  摘要：

  On the basis of the structure activity relationship (SAR) of 4-chloro-6-nitroquipazine (K-i = 0.03 nM) and 3-fluoropropyl-6-nitroquipazine (K-i = 0.32 nM), 3-alkyl-4-halo-6-nitroquipazines were synthesized and tested for their potential abilities in vitro to displace [H-3]citalopram binding to the rat cortical membranes. Binding affinities of 3h and 4d were K-i = 2.70 +/- 0.32 and 2.23 +/- 0.46 nM. respectively. The syntheses of 3-alkyl-4-halo-6-nitroquipazine. their in vitro binding affinitics. and the SAR of C3, C4 position in 6-nitroquipazine are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.031
• 作为产物：
  描述：

  2-苯基-缩苹果酸单乙基酯 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 ethyl 2-(phenylcarbamoyl)-2-phenylacetate
  参考文献：
  名称：

  Turconi; Banfi; Schiavi, Il Farmaco, 1991, vol. 46, # 9, p. 999 - 1009

  摘要：

  DOI：

文献信息

• The Chemistry of 5-Oxodihydroisoxazoles. XX Photolysis of 2,4-Diphenylisoxazol-5(2H)-one: Evidence for Singlet and Triplet Pathways
  作者：Kiah H. Ang、Rolf H. Prager

  DOI：10.1071/c97194

  日期：——

  2,4-Diphenylisoxazol-5(2H)-one (2) has been photolysed in the presence of alcohols, amines and in inert solvents, and the products are shown to arise by two competitive singlet state photolytic processes. The minor pathway involves loss of carbon dioxide to give an imino carbene which is captured by nucleophiles: the major pathway involves isomerization to a ketene which is rapidly decarbonylated, and the resultant carbene captured by solvent. The presence of acetone or other triplet sensitizers induces a third competitive pathway involving triplet states.

  2,4-二苯基异噁唑-5(2H)-酮 (2) 在醇类、胺类和惰性溶剂中被光解。 在醇、胺和惰性溶剂中进行了光解，结果表明，产物是通过两个竞争性单线态光解过程产生的。 显示是通过两个竞争性单色态光解过程产生的。其 次要途径包括二氧化碳的损失，生成一个亚氨基碳烯，该碳烯被亲核物捕获。 被亲核物捕获：主要途径是异构化为烯酮，并迅速脱碳。 迅速脱羰基，生成的碳烯被溶剂捕获。 溶剂。丙酮或其他三重态敏化剂的存在会诱发第三种 竞争途径。
• Malonic Ester Amide Synthesis: An Efficient Methodology for Synthesis of Amides
  作者：Pankaj S. Mahajan、Jyoti P. Mahajan、Santosh B. Mhaske

  DOI：10.1080/00397911.2012.717671

  日期：2013.9.17

  “malonic ester amide synthesis” has been demonstrated, which uses α-substituted/unsubstituted diethyl malonates for the decarboxylative acylation of various aromatic/heteroaromatic primary/secondary amines to form one-carbon homologated amides, thus providing easy access to amides with odd/even chain lengths and an array of substituents on the alkyl/aryl part while avoiding use of acyl chlorides or peptide

  摘要 已经证明了“丙二酸酯酰胺合成”的通用方法，该方法使用 α-取代/未取代的丙二酸二乙酯对各种芳香族/杂芳香族伯胺/仲胺进行脱羧酰化，形成单碳同系酰胺，从而提供容易获得酰胺的方法。具有奇数/偶数链长和烷基/芳基部分上的一系列取代基，同时避免使用酰氯或肽偶联剂。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要
• Synthesis of pyrrolidin-2-ones via tandem reactions of vinyl sulfonium salts under mild conditions
  作者：Chunsong Xie、Deyu Han、Yue Hu、Jinhua Liu、Tian Xie

  DOI：10.1016/j.tetlet.2010.07.108

  日期：2010.10

  A novel and efficient synthesis of pyrrolidin-2-ones through the tandem reactions of vinyl sulfonium salts with malonyl amides under very mild conditions is reported. The reaction demonstrates a wide tolerance toward various aryls, acyl, sulfonyl, and benzyl while aliphatic groups delivering the tetrahydro-2-oxofuran product.

  报道了在非常温和的条件下，通过乙烯基sulf盐与丙二酰胺的串联反应，新型高效合成吡咯烷二酮的方法。该反应表明对各种芳基，酰基，磺酰基和苄基具有宽的耐受性，而脂族基团递送四氢-2-氧呋喃产物。
• 3-Phenyl-4-hydroxyquinolin-2(1H)-ones: potent and selective antagonists at the strychnine-insensitive glycine site on the N-methyl-D-aspartate receptor complex
  作者：Loretta A. McQuaid、Edward C. R. Smith、David Lodge、Etienne Pralong、James H. Wikel、David O. Calligaro、Patrick J. O'Malley

  DOI：10.1021/jm00096a019

  日期：1992.9
• Introducing <i>N</i>-Sulfinylamines into Visible-Light-Induced Carbene Chemistry for the Synthesis of Diverse Amides and α-Iminoesters
  作者：Sourav Roy、Apurba Biswas、Hrishikesh Paul、SK Ariyan、Indranil Chatterjee

  DOI：10.1021/acs.orglett.3c03486

  日期：2023.12.1