3-butyryl-6-(5,5-dimethyl-1,3-dioxan-2-yl)-6-methyldihydro-2H-pyran-2,4(3H)-dione | 1311311-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3-butyryl-6-(5,5-dimethyl-1,3-dioxan-2-yl)-6-methyldihydro-2H-pyran-2,4(3H)-dione
• CAS: 1311311-23-5
• 化学式: C₁₆H₂₄O₆
• 分子量: 312.363
• InChiKey: RRBUGFZLIUTQOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-butyryl-6-(5,5-dimethyl-1,3-dioxan-2-yl)-6-methyldihydro-2H-pyran-2,4(3H)-dione 、 O-<(4-Phenylphenyl)methyl>hydroxylamine 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以410 mg的产率得到(Z)-3-(1-(biphenyl-4-ylmethoxyimino)butyl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)-6-methyldihydro-2H-pyran-2,4(3H)-dione
  参考文献：
  名称：

  Binding Inhibitors of the Bacterial Sliding Clamp by Design

  摘要：

  The bacterial replisome is a target for the development of new antibiotics to combat drug resistant strains. The beta(2) sliding clamp is an essential component of the replicative machinery, providing a platform for recruitment and function of other replisomal components and ensuring polymerase processivity during DNA replication and repair. A single binding region of the clamp is utilized by its binding partners, which all contain conserved binding motifs. The C-terminal Leu and Phe residues of these motifs are integral to the binding interaction. We acquired three-dimensional structural information on the binding site in beta(2) by a study of the binding of modified peptides. Development of a three-dimensional pharmacophore based on the C-terminal dipeptide of the motif enabled identification of compounds that on further development inhibited alpha-beta(2) interaction at low micromolar concentrations. We report the crystal structure of the complex containing one of these inhibitors, a biphenyl oxime, bound to beta(2), as a starting point for further inhibitor design.

  DOI：

  10.1021/jm2004333
• 作为产物：
  描述：

  1-(5,5-dimethyl-1,3-dioxan-2-yl)ethanone 在 4-二甲氨基吡啶 、 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 22.17h， 生成 3-butyryl-6-(5,5-dimethyl-1,3-dioxan-2-yl)-6-methyldihydro-2H-pyran-2,4(3H)-dione
  参考文献：
  名称：

  Binding Inhibitors of the Bacterial Sliding Clamp by Design

  摘要：

  The bacterial replisome is a target for the development of new antibiotics to combat drug resistant strains. The beta(2) sliding clamp is an essential component of the replicative machinery, providing a platform for recruitment and function of other replisomal components and ensuring polymerase processivity during DNA replication and repair. A single binding region of the clamp is utilized by its binding partners, which all contain conserved binding motifs. The C-terminal Leu and Phe residues of these motifs are integral to the binding interaction. We acquired three-dimensional structural information on the binding site in beta(2) by a study of the binding of modified peptides. Development of a three-dimensional pharmacophore based on the C-terminal dipeptide of the motif enabled identification of compounds that on further development inhibited alpha-beta(2) interaction at low micromolar concentrations. We report the crystal structure of the complex containing one of these inhibitors, a biphenyl oxime, bound to beta(2), as a starting point for further inhibitor design.

  DOI：

  10.1021/jm2004333