3',4'-Dichloro-3,6-dimethyl-[1,1'-biphenyl]-2-carboxaldehyde | 80617-41-0

• 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: 3',4'-Dichloro-3,6-dimethyl-[1,1'-biphenyl]-2-carboxaldehyde
• 英文别名: 3',4'-Dichloro-3,6-dimethyl-1,1'-biphenyl-2-carboxaldehyde；2-(3,4-Dichlorophenyl)-3,6-dimethylbenzaldehyde
• CAS: 80617-41-0
• 化学式: C₁₅H₁₂Cl₂O
• 分子量: 279.166
• InChiKey: DDPUMDSNYSCRJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-<(2,5-dimethylphenyl)methylene>benzamine 、 magnesium,1,3-dichlorobenzene-5-ide,bromide 在 盐酸 、 palladium diacetate 、 三苯基膦 作用下， 生成 3',4'-Dichloro-3,6-dimethyl-[1,1'-biphenyl]-2-carboxaldehyde
  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

• Substituted biphenyl-2-carboxaldehydes and a process for preparing them
  申请人：Merck & Co., Inc.

  公开号：EP0038061A1

  公开（公告）日：1981-10-21

  Substituted biphenyl-2-carboxaldehydes are prepared in good yield by reacting palladium complexes of substituted benzaldehyde aniline Schiff bases with substituted phenylmagnesium bromides in the presence of at least six, preferably eight, molar equivalents of triphenylphosphine. Those compounds are intermediates for synthetic, in vivo cholesterol synthesis inhibitors.

  在至少 6 个摩尔当量（最好是 8 个摩尔当量）三苯基膦的存在下，取代苯甲醛苯胺希夫碱的钯络合物与取代苯基溴化镁反应，可以制备出产率很高的取代联苯-2-甲醛。这些化合物是合成体内胆固醇合成抑制剂的中间体。
• US4322563A
  申请人：——

  公开号：US4322563A

  公开（公告）日：1982-03-30
• US4375475A
  申请人：——

  公开号：US4375475A

  公开（公告）日：1983-03-01
• US4459422A
  申请人：——

  公开号：US4459422A

  公开（公告）日：1984-07-10
• US4567289A
  申请人：——

  公开号：US4567289A

  公开（公告）日：1986-01-28