2-(4-hydroxyphenyl)-2-phenyl-N-(3-phenylpropyl)acetamide | 1220911-33-0

• 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: 2-(4-hydroxyphenyl)-2-phenyl-N-(3-phenylpropyl)acetamide
• CAS: 1220911-33-0
• 化学式: C₂₃H₂₃NO₂
• 分子量: 345.441
• InChiKey: FCTXCNJFFNIGLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 2-(4-hydroxyphenyl)-2-phenylacetate 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 2-(4-hydroxyphenyl)-2-phenyl-N-(3-phenylpropyl)acetamide
  参考文献：
  名称：

  Highly Site-Selective Direct C–H Bond Functionalization of Phenols with α-Aryl-α-diazoacetates and Diazooxindoles via Gold Catalysis

  摘要：

  An unprecedented direct C H bond functionalization of unprotected phenols with alpha-aryl alpha-diazoacetates and diazooxindoles was developed. A tris(2,4-di-tert-butylphenyl) phosphite derived gold complex promoted the highly chemoselective and site-selective C H bond functionalization of phenols and N-acylanilines with gold-carbene generated from the decomposition of diazo compounds, furnishing the corresponding products in moderate to excellent yields at rt. The salient features of this reaction include readily available starting materials, unprecedented C H functionalization rather than X H insertion, good substrate scope, mild conditions, high efficiency, and ease in further transformation. To the best of our knowledge, this is the first example of C H functionalization of unprotected phenols with diazo compounds.

  DOI：

  10.1021/ja503163k

文献信息

• Acetamide Derivatives with Antioxidant Activity and Potential Anti-Inflammatory Activity
  作者：Giuseppina Autore、Anna Caruso、Stefania Marzocco、Barbara Nicolaus、Chiara Palladino、Aldo Pinto、Ada Popolo、Maria S. Sinicropi、Giuseppina Tommonaro、Carmela Saturnino

  DOI：10.3390/molecules15032028

  日期：——

  This study reports the synthesis and antioxidant activity of some new acetamide derivatives. The compounds’ structures were elucidated by NMR analysis and their melting points were measured. The in vitro antioxidant activity of these compounds was tested by evaluating the amount of scavenged ABTS radical and estimating ROS and NO production in tBOH- or LPS-stimulated J774.A1 macrophages. All compounds were tested for their effect on cell viability by an MTT assay and by a Brine Shrimp Test.

  本研究报告了一些新乙酰胺衍生物的合成和抗氧化活性。通过核磁共振分析阐明了这些化合物的结构，并测量了它们的熔点。这些化合物的体外抗氧化活性是通过评估在 tBOH 或 LPS 刺激的 J774.A1 巨噬细胞中清除 ABTS 自由基的量以及估算 ROS 和 NO 的产生量来测试的。通过 MTT 试验和盐水虾试验检测了所有化合物对细胞活力的影响。