(E)-3-<4'-fluoro-3,5-dimethyl-3'-<<<(1,1'-dimethylethyl)dimethylsilyl>oxy>methyl><1,1'-biphenyl>-2-yl>-2-propenal | 99725-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-3-<4'-fluoro-3,5-dimethyl-3'-<<<(1,1'-dimethylethyl)dimethylsilyl>oxy>methyl><1,1'-biphenyl>-2-yl>-2-propenal
• 英文别名: (E)-3-[2-[3-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-fluorophenyl]-4,6-dimethylphenyl]prop-2-enal
• CAS: 99725-17-4
• 化学式: C₂₄H₃₁FO₂Si
• 分子量: 398.593
• InChiKey: PCNWZCMROMBHEL-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.84
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-3-<4'-fluoro-3,5-dimethyl-3'-<<<(1,1'-dimethylethyl)dimethylsilyl>oxy>methyl><1,1'-biphenyl>-2-yl>-2-propenal 、 乙酰乙酸甲酯 生成 Methyl (E)-7-(4'-fluoro-3,5-dimethyl-3'-[ [(1,1-dimethylethyl)dimethylsilyl]oxymethyl][1,1'-biphenyl]-2-yl]-3-hydroxy-5-oxo-6-heptenoate
  参考文献：
  名称：

  SMITH, ROBERT L.;STOKKER, GERALD E.

  摘要：

  DOI：
• 作为产物：
  描述：

  在 bis(triphenylphosphine)nickel(II) chloride 、 二异丁基氢化铝 、 zinc dibromide 作用下， 反应 4.58h， 生成 (E)-3-<4'-fluoro-3,5-dimethyl-3'-<<<(1,1'-dimethylethyl)dimethylsilyl>oxy>methyl><1,1'-biphenyl>-2-yl>-2-propenal
  参考文献：
  名称：

  3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 3. 7-(3,5-Disubstituted-[1,1'-biphenyl]-2-yl)-3,5-dihydroxy-6-heptenoic acids and their lactone derivatives

  摘要：

  The syntheses of a series of 7-(3,5-disubstituted [1,1'-bephenyl]-2-yl)-3,5-dihydroxy-6-heptenoic acids and their lactones are reported. Intrinsic 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitory activity is enhanced markedly when the biphenyl moiety is substituted by chloro or methyl groups at positions 3 and 5 and a fluoro group at position 4'. These substitutions, followed by resolution, provided compounds 100(+) and 110(+) with 2.8 times the intrinsic inhibitory activity of compactin. Compound 100(+) was shown to possess the same chirality in the lactone ring as compactin by single-crystal X-ray crystallography.

  DOI：

  10.1021/jm00152a002

文献信息

• STOKKER, G. E.;ALBERTS, A. W.;ANDERSON, P. S.;CRAGOE, E. J. ,, JR.;DEANA,+, J. MED. CHEM., 1986, 29, N 2, 170-181
  作者：STOKKER, G. E.、ALBERTS, A. W.、ANDERSON, P. S.、CRAGOE, E. J. ,, JR.、DEANA,+

  DOI：——

  日期：——