ethyl 3-(4-chlorophenyl)-4-phenyl-4-oxobutanoate | 132566-31-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: ethyl 3-(4-chlorophenyl)-4-phenyl-4-oxobutanoate
• 英文别名: ethyl 3-(4-chlorophenyl)-4-oxo-4-phenylbutanoate
• CAS: 132566-31-5
• 化学式: C₁₈H₁₇ClO₃
• 分子量: 316.784
• InChiKey: XNRXNLOFRAJEPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(4-chlorophenyl)-4-phenyl-4-oxobutanoate 在 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 5-(4-Chloro-phenyl)-6-phenyl-4,5-dihydro-2H-pyridazin-3-one
  参考文献：
  名称：

  Mono- and Di-substituted 5,6-Diphenyl-3-alkylaminopyridazines Active as ACAT Inhibitors

  摘要：

  A series of mono- or di-para-substituted 5,6-diphenyl-3-alkylaminopyridazines were synthesized and their inhibitory activity against acylCoA:cholesterol acyltransferase (ACAT) was tested on the enzyme prepared from rat liver microsomes. The compound which combines a chlorine atom on the 6-phenyl ring and a n-hexylamino chain showed a significant enhancement of activity with respect to the unsubstituted derivative. Attempts to correlate the activity of the compounds to their structural features, also through theoretical calculations, are reported.

  DOI：

  10.3987/com-01-9351
• 作为产物：
  描述：

  对氯苯乙酰氯 在 三氯化铝 、 sodium hydride 作用下， 以 二氯甲烷 、 二甲基亚砜 、 甲苯 为溶剂， 生成 ethyl 3-(4-chlorophenyl)-4-phenyl-4-oxobutanoate
  参考文献：
  名称：

  Mono- and Di-substituted 5,6-Diphenyl-3-alkylaminopyridazines Active as ACAT Inhibitors

  摘要：

  A series of mono- or di-para-substituted 5,6-diphenyl-3-alkylaminopyridazines were synthesized and their inhibitory activity against acylCoA:cholesterol acyltransferase (ACAT) was tested on the enzyme prepared from rat liver microsomes. The compound which combines a chlorine atom on the 6-phenyl ring and a n-hexylamino chain showed a significant enhancement of activity with respect to the unsubstituted derivative. Attempts to correlate the activity of the compounds to their structural features, also through theoretical calculations, are reported.

  DOI：

  10.3987/com-01-9351

文献信息

• Synthesis of 1,4-keto esters and 1,4-diketones via palladium-catalyzed acylation of siloxycyclopropanes. Synthetic and mechanistic studies
  作者：Tsutomu Fujimura、Satoshi Aoki、Eiichi Nakamura

  DOI：10.1021/jo00008a043

  日期：1991.4

  The reaction of a variety of siloxycyclopropanes with acid chlorides in the presence of a catalytic amount of a palladium/phosphine complex gives 1,4-dicarbonyl compounds to good yield. 1-Alkoxy-1-(trialkylsiloxy)-cyclopropanes react with both aromatic and aliphatic acid chlorides in chloroform to give 1,4-keto esters. Synthesis of 1,4-diketones by the acylation of 1-alkyl- or 1-aryl-1-siloxycyclopropanes has been achieved by carrying out the reaction if HMPA under 10-20 atm of carbon monoxide. Kinetics studies and product analysis revealed the unique mechanism of this reaction, which involves rate-determining cleavage of the strained cyclopropane carbon-carbon bond with a coordinatively unsaturated acylpalladium chloride complex. Ab initio calculations of hydroxylated cyclopropane model compounds showed that the unique reactivities of the siloxycyclopropanes may be correlated with the molecular orbital properties of these compounds rather than their ground-state structural properties.
• FUJIMURA, TSUTOMU;AOKI, SATOSHI;NAKAMURA, EIICHI, J. ORG. CHEM., 56,(1991) N, C. 2809-2821
  作者：FUJIMURA, TSUTOMU、AOKI, SATOSHI、NAKAMURA, EIICHI

  DOI：——

  日期：——