1,3-Dioxane-4-acetic acid, 6-ethenyl-2,2-dimethyl-, methyl ester | 116645-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-Dioxane-4-acetic acid, 6-ethenyl-2,2-dimethyl-, methyl ester
• 英文别名: methyl 6-ethenyl-2,2-dimethyl-1,3-dioxane-4-acetate
• CAS: 116645-19-3；124288-06-8；124288-29-5
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: IKPJCBLQMNTXJM-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,3-Dioxane-4-acetic acid, 6-ethenyl-2,2-dimethyl-, methyl ester 在 乙酸酐 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 生成 6-<2-<5-(4-fluorophenyl)-3-(1-methylethyl)-1-phenyl-1H-pyrazol-4-yl>ethyl>-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Inhibitors of cholesterol biosynthesis. 2. 1,3,5-Trisubstituted [2-(tetrahydro-4-hydroxy-2-oxopyran-6-yl)ethyl]pyrazoles

  摘要：

  A series of 1,3,5-trisubstituted pyrazole mevalonolactones were prepared and evaluated for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Since previous studies suggested that the 5-(4-fluorophenyl) and 3-(1-methylethyl) substituents afforded optimum potency, attention was focused on variations in position 1 of the pyrazole ring. Biological evaluation of analogues bearing a variety of 1-substituents suggested that, although most substituents were tolerated, none afforded an advantage over phenyl, which exhibited potency comparable to that of compactin in vitro.

  DOI：

  10.1021/jm00163a006
• 作为产物：
  描述：

  methyl 3,5-dihydroxy-6-heptenoate 、 2,2-二甲氧基丙烷 在 camphor-10-sulfonic acid 作用下， 以 二氯甲烷 为溶剂， 生成 ((4S,6S)-2,2-Dimethyl-6-vinyl-[1,3]dioxan-4-yl)-acetic acid methyl ester 、 1,3-Dioxane-4-acetic acid, 6-ethenyl-2,2-dimethyl-, methyl ester
  参考文献：
  名称：

  Inhibitors of cholesterol biosynthesis. 2. 1,3,5-Trisubstituted [2-(tetrahydro-4-hydroxy-2-oxopyran-6-yl)ethyl]pyrazoles

  摘要：

  A series of 1,3,5-trisubstituted pyrazole mevalonolactones were prepared and evaluated for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Since previous studies suggested that the 5-(4-fluorophenyl) and 3-(1-methylethyl) substituents afforded optimum potency, attention was focused on variations in position 1 of the pyrazole ring. Biological evaluation of analogues bearing a variety of 1-substituents suggested that, although most substituents were tolerated, none afforded an advantage over phenyl, which exhibited potency comparable to that of compactin in vitro.

  DOI：

  10.1021/jm00163a006