methyl 2-acetyl-4-(3-mehoxyphenyl)butanoate | 327621-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 2-acetyl-4-(3-mehoxyphenyl)butanoate
• 英文别名: Methyl 2-[2-(3-methoxyphenyl)ethyl]-3-oxobutanoate；methyl 2-[2-(3-methoxyphenyl)ethyl]-3-oxobutanoate
• CAS: 327621-52-3
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: COJVRFYOULUAQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-acetyl-4-(3-mehoxyphenyl)butanoate 在 六氟异丙醇 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-acetyl-1-methoxycarbonyl-5-methoxyindane
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f
• 作为产物：
  描述：

  1-碘-2-(3-甲氧基苯基)乙烷 、 乙酰乙酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以45%的产率得到methyl 2-acetyl-4-(3-mehoxyphenyl)butanoate
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f

文献信息

• Synthesis, antifertility activity, and protein binding affinity of 7(8 .fwdarw. 11.alpha.)abeo steroids
  作者：Mansukh C. Wani、Douglas H. Rector、David H. White、Colin G. Pitt、Gary L. Kimmel

  DOI：10.1021/jm00214a017

  日期：1977.4

  uterotropic, antiuterotropic, postcoital, progestational, antiprogestational, or antiandrogenic assays showed any significant activity. Synthesis, antifertility activity, and protein binding afinity of 7(8 to 11alph) abeo-estranes and -pregnanes are described. There was a marked reduction in the relative binding affinities of these compounds for the rabbit uterus estrogen and progestin receptor proteins

  通过修饰上述这类化合物的总合成方法，合成了一系列7（8导致11个α）阿拉伯类固醇，并对其生物学活性进行了评估。通常，这些化合物对兔子宫雌激素和孕激素受体蛋白的相对结合亲和力显着降低。进行了子宫肌，抗子宫肌，性交后，孕，抗孕或抗雄激素测定的化合物均未显示任何显着活性。描述了合成，抗生育活性，和7（8至11alph）的abeo-雌二醇和-pregnanes的蛋白结合亲和力。这些化合物对兔子宫雌激素和孕激素受体蛋白的相对结合亲和力明显降低。没有一种化合物会发生同向，