dimethyl 2-(4-fluorophenyl)-5-(1-methylethyl)-1-(3-oxopropyl)-1H-pyrrole-3,4-dicarboxylate | 104568-96-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dimethyl 2-(4-fluorophenyl)-5-(1-methylethyl)-1-(3-oxopropyl)-1H-pyrrole-3,4-dicarboxylate
• 英文别名: Dimethyl 2-(4-fluorophenyl)-1-(3-oxopropyl)-5-propan-2-ylpyrrole-3,4-dicarboxylate
• CAS: 104568-96-9
• 化学式: C₂₀H₂₂FNO₅
• 分子量: 375.397
• InChiKey: AQBBZUAPIQXYPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  74.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(4-fluorophenyl)-5-(1-methylethyl)-1-(3-oxopropyl)-1H-pyrrole-3,4-dicarboxylate 生成 2-(4-Fluoro-phenyl)-1-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-5-isopropyl-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  dimethyl 1-<2-(1,3-dioxolan-2-yl)ethyl>-2-(4-fluorophenyl)-5-(1-methylethyl)-1H-pyrrole-3,4-dicarboxylate 在 水 、 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以90%的产率得到dimethyl 2-(4-fluorophenyl)-5-(1-methylethyl)-1-(3-oxopropyl)-1H-pyrrole-3,4-dicarboxylate
  参考文献：
  名称：

  Inhibitors of cholesterol biosynthesis. 3. Tetrahydro-4-hydroxy-6-[2-(1H-pyrrol-1-yl)ethyl]-2H-pyran 2-one inhibitors of HMG-CoA reductase. 2. Effects of introducing substituents at positions three and four of the pyrrole nucleus

  摘要：

  A series of trans-tetrahydro-4-hydroxy-6-[2-(2,3,4,5-substituted-1H-pyrrol-1-yl)ethyl]-2H-pyran-2-ones and their dihydroxy acids were prepared and tested for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Inhibitory potency was found to increase substantially when substituents were introduced into positions three and four of the pyrrole ring. A systematic exploration of structure-activity relationships at these two positions led to the identification of a compound ((+)-33, (+)-(4R)-trans-2-(4-fluorophenyl)-5-(1-methylethyl)-N,3-diphenyl-1-[(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-4-carboxamide) with five times the inhibitory potency of the fungal metabolite compactin.

  DOI：

  10.1021/jm00105a056

文献信息

• ROTH, B. D.;BLANKLEY, C. J.;CHUCHOLOWSKI, A. W.;FERGUSON, E.;HOEFLE, M. L+, J. MED. CHEM., 34,(1991) N, C. 357-366
  作者：ROTH, B. D.、BLANKLEY, C. J.、CHUCHOLOWSKI, A. W.、FERGUSON, E.、HOEFLE, M. L+

  DOI：——

  日期：——
• ——
  作者：HOEFLE M. L.、 ROTH B. D.、 STRATTON C. D.

  DOI：——

  日期：——