4-Hexyl-2,2-dimethyl-cyclobutane-1,3-dione | 571152-50-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Hexyl-2,2-dimethyl-cyclobutane-1,3-dione
• 英文别名: 4-Hexyl-2,2-dimethylcyclobutane-1,3-dione；4-hexyl-2,2-dimethylcyclobutane-1,3-dione
• CAS: 571152-50-6
• 化学式: C₁₂H₂₀O₂
• 分子量: 196.29
• InChiKey: NKQCCFXHYYLAEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-isonicotinoyl-(L)-4-aminophenylalanine 、 4-Hexyl-2,2-dimethyl-cyclobutane-1,3-dione 在 溶剂黄146 作用下， 以 硝基甲烷 为溶剂， 反应 48.0h， 以72%的产率得到ethyl (2S)-2-[(4,4-dimethyl-3-oxo-2-hexyl-1-cyclobutenyl)amino]-3-{4-[(3,5-dichloroisonicotinoyl)amino]phenyl}propanoate
  参考文献：
  名称：

  Efficient Synthesis of 3-Aminocyclobut-2-en-1-ones:  Squaramide Surrogates as Potent VLA-4 Antagonists

  摘要：

  [GRAPHICS]A novel series of uniquely functionalized 3-aminocyclobut-2-en-1-ones has been prepared by facile condensation of a variety of cyclobuta-1,3-diones with a phenylalanine-derived primary amine. These systems subsequently lend themselves to substitution at C-2 by reaction with a variety of electrophilic reagents including N-halosuccinimides, sulfenyl chlorides, and Eschenmoser's salt. Compounds from this novel series are potent antagonists of VLA-4.

  DOI：

  10.1021/ol034701n
• 作为产物：
  描述：

  1-ethoxy-1-octyne 在 盐酸 、 三乙胺 作用下， 以 乙醚 、 水 为溶剂， 生成 4-Hexyl-2,2-dimethyl-cyclobutane-1,3-dione
  参考文献：
  名称：

  Efficient Synthesis of 3-Aminocyclobut-2-en-1-ones:  Squaramide Surrogates as Potent VLA-4 Antagonists

  摘要：

  [GRAPHICS]A novel series of uniquely functionalized 3-aminocyclobut-2-en-1-ones has been prepared by facile condensation of a variety of cyclobuta-1,3-diones with a phenylalanine-derived primary amine. These systems subsequently lend themselves to substitution at C-2 by reaction with a variety of electrophilic reagents including N-halosuccinimides, sulfenyl chlorides, and Eschenmoser's salt. Compounds from this novel series are potent antagonists of VLA-4.

  DOI：

  10.1021/ol034701n

文献信息

• Efficient Synthesis of 3-Aminocyclobut-2-en-1-ones:  Squaramide Surrogates as Potent VLA-4 Antagonists
  作者：Stephen Brand、Benjamin C. de Candole、Julien A. Brown

  DOI：10.1021/ol034701n

  日期：2003.6.1

  [GRAPHICS]A novel series of uniquely functionalized 3-aminocyclobut-2-en-1-ones has been prepared by facile condensation of a variety of cyclobuta-1,3-diones with a phenylalanine-derived primary amine. These systems subsequently lend themselves to substitution at C-2 by reaction with a variety of electrophilic reagents including N-halosuccinimides, sulfenyl chlorides, and Eschenmoser's salt. Compounds from this novel series are potent antagonists of VLA-4.