5-chloro-N-((7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)methyl)-N,1,3-trimethyl-1H-pyrazole-4-sulfonamide | 1313226-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 5-chloro-N-((7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)methyl)-N,1,3-trimethyl-1H-pyrazole-4-sulfonamide
• 英文别名: 5-chloro-N-[(7-hydroxy-2,2-dimethyl-4-oxo-1,3-benzodioxin-5-yl)methyl]-N,1,3-trimethylpyrazole-4-sulfonamide
• CAS: 1313226-76-4
• 化学式: C₁₇H₂₀ClN₃O₆S
• 分子量: 429.881
• InChiKey: INIONCZMPLWTST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  甲醇 、 5-chloro-N-((7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)methyl)-N,1,3-trimethyl-1H-pyrazole-4-sulfonamide 在 caesium carbonate 作用下， 反应 18.0h， 以90%的产率得到methyl 2-((5-chloro-N,1,3-trimethyl-1H-pyrazole-4-sulfonamido)methyl)-4,6-dihydroxybenzoate
  参考文献：
  名称：

  Conversion of α-Amino Acids into Bioactive o-Aminoalkyl Resorcylates and Related Dihydroxyisoindolinones

  摘要：

  The synthesis of biologically active o-aminoalkyl resorcylates and related dihydroxyisoindolinones from functionalized alpha-amino acids without the use of phenolic protection is described. The key aminoalkyl-diketo-dioxinone intermediates were prepared utilizing a crossed Claisen condensation reaction in the presence of diethylzinc. The aromatic unit was constructed via late stage cyclization and aromatization, and subsequent modification provided the novel resorcylates which showed activity against a selection of receptors and kinases, including 5-HT and CDK.

  DOI：

  10.1021/jo2009356
• 作为产物：
  描述：

  在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 5-chloro-N-((7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)methyl)-N,1,3-trimethyl-1H-pyrazole-4-sulfonamide
  参考文献：
  名称：

  Conversion of α-Amino Acids into Bioactive o-Aminoalkyl Resorcylates and Related Dihydroxyisoindolinones

  摘要：

  The synthesis of biologically active o-aminoalkyl resorcylates and related dihydroxyisoindolinones from functionalized alpha-amino acids without the use of phenolic protection is described. The key aminoalkyl-diketo-dioxinone intermediates were prepared utilizing a crossed Claisen condensation reaction in the presence of diethylzinc. The aromatic unit was constructed via late stage cyclization and aromatization, and subsequent modification provided the novel resorcylates which showed activity against a selection of receptors and kinases, including 5-HT and CDK.

  DOI：

  10.1021/jo2009356

文献信息

• Conversion of α-Amino Acids into Bioactive <i>o</i>-Aminoalkyl Resorcylates and Related Dihydroxyisoindolinones
  作者：Bhavesh H. Patel、Andrew M. Mason、Hetal Patel、R. Charles Coombes、Simak Ali、Anthony G. M. Barrett

  DOI：10.1021/jo2009356

  日期：2011.8.5

  The synthesis of biologically active o-aminoalkyl resorcylates and related dihydroxyisoindolinones from functionalized alpha-amino acids without the use of phenolic protection is described. The key aminoalkyl-diketo-dioxinone intermediates were prepared utilizing a crossed Claisen condensation reaction in the presence of diethylzinc. The aromatic unit was constructed via late stage cyclization and aromatization, and subsequent modification provided the novel resorcylates which showed activity against a selection of receptors and kinases, including 5-HT and CDK.