dimethyl 4,4'-[(5-oxo-3-phenyl-4,5-dihydroisoxazole-4,4-diyl)diprop-1-ene-3,2-diyl]dibenzoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: dimethyl 4,4'-[(5-oxo-3-phenyl-4,5-dihydroisoxazole-4,4-diyl)diprop-1-ene-3,2-diyl]dibenzoate
• 英文别名: Methyl 4-[3-[4-[2-(4-methoxycarbonylphenyl)prop-2-enyl]-5-oxo-3-phenyl-1,2-oxazol-4-yl]prop-1-en-2-yl]benzoate；methyl 4-[3-[4-[2-(4-methoxycarbonylphenyl)prop-2-enyl]-5-oxo-3-phenyl-1,2-oxazol-4-yl]prop-1-en-2-yl]benzoate
• 化学式: C₃₁H₂₇NO₆
• 分子量: 509.558
• InChiKey: JPWNWGBPAJWMSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  91.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  丙二烯 、 4-碘苯甲酸甲酯 、 3-苯基-5-异噁唑酮 在 palladium diacetate 三(2-呋喃基)膦 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 130.0 ℃ 、100.0 kPa 条件下， 反应 25.0h， 以61%的产率得到dimethyl 4,4'-[(5-oxo-3-phenyl-4,5-dihydroisoxazole-4,4-diyl)diprop-1-ene-3,2-diyl]dibenzoate
  参考文献：
  名称：

  Pd(0) catalyzed three–five-component C-2-arylallylation of active methylene heterocycles: pyrazolones, oxazolones, isoxazolones and N,N′-dimethylbarbituric acid

  摘要：

  A Pd(0) catalyzed three-five-component cascade involving an aryl iodide, allene and a heterocyclic pronucleophile is used to prepare 2-arylallyl derivatives (10-12 and 16-24) from 3-phenyl-5-isoxazolone (6) and 1-phenyl-3-methylpyrazolin-5-one (7) in moderate yield. Similar cascade allylation of masked amino acids 4-methyl-2-phenyl-4H-oxazol-5-one (8a), 4-benzyl-2-phenyl-4H-oxazol-5-one (8b) and 4-isopropyl-2-phenyl-4H-oxazol-5-one (8c) gave analogous products (25-37) in good yield. N,N-Dimethylbarbiturates (38-49) are similarly prepared from N,N-dimethylbarbituric acid (9) in excellent yield. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.090

文献信息

• Pd(0) catalyzed three–five-component C-2-arylallylation of active methylene heterocycles: pyrazolones, oxazolones, isoxazolones and N,N′-dimethylbarbituric acid
  作者：Ronald Grigg、M. Ruhul A. Sarkar、Abirami Thayaparan、Visuvanathar Sridharan、Colin W.G. Fishwick

  DOI：10.1016/j.tet.2007.04.090

  日期：2007.7

  A Pd(0) catalyzed three-five-component cascade involving an aryl iodide, allene and a heterocyclic pronucleophile is used to prepare 2-arylallyl derivatives (10-12 and 16-24) from 3-phenyl-5-isoxazolone (6) and 1-phenyl-3-methylpyrazolin-5-one (7) in moderate yield. Similar cascade allylation of masked amino acids 4-methyl-2-phenyl-4H-oxazol-5-one (8a), 4-benzyl-2-phenyl-4H-oxazol-5-one (8b) and 4-isopropyl-2-phenyl-4H-oxazol-5-one (8c) gave analogous products (25-37) in good yield. N,N-Dimethylbarbiturates (38-49) are similarly prepared from N,N-dimethylbarbituric acid (9) in excellent yield. (C) 2007 Elsevier Ltd. All rights reserved.