methyl 3-<2,4-dichloro-6-(chloromethyl)phenyl>propanoate | 99667-38-6

• 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: methyl 3-<2,4-dichloro-6-(chloromethyl)phenyl>propanoate
• 英文别名: Methyl 3-[2,4-dichloro-6-(chloromethyl)phenyl]propanoate
• CAS: 99667-38-6
• 化学式: C₁₁H₁₁Cl₃O₂
• 分子量: 281.566
• InChiKey: SMGNLAJWBHHWOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3-<2,4-dichloro-6-(chloromethyl)phenyl>propanoate 在 lithium aluminium tetrahydride 、 pyridinium chloroformate 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.75h， 生成 3-<2,4-dichloro-6-<(4-fluorophenoxy)methyl>phenyl>propanal
  参考文献：
  名称：

  3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 2. Structural modification of 7-(substituted aryl)-3,5-dihydroxy-6-heptenoic acids and their lactone derivatives

  摘要：

  A series of 7-(substituted aryl)-3,5-dihydroxy-6-heptenoic (heptanoic) acids and their lactone derivatives have been prepared and tested for inhibition of 3-hydroxy-3-methylglutaryl-coenzyme A reductase in vitro. A systematic exploration of the structure-activity relationships in this series led to the synthesis of (+)-trans-(E)-6-[2-[2,4-dichloro-6-[(4-fluorophenyl) methoxyl]phenyl]ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one (66(+)), which has one-half of the inhibitory activity of compactin.

  DOI：

  10.1021/jm00152a001
• 作为产物：
  描述：

  5,7-二氯-3,4-二氢-1H-2-萘酮 在 sodium tetrahydroborate 、 氯化亚砜 、 碳酸氢钠 、 臭氧 、 lithium diisopropyl amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 methyl 3-<2,4-dichloro-6-(chloromethyl)phenyl>propanoate
  参考文献：
  名称：

  3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 2. Structural modification of 7-(substituted aryl)-3,5-dihydroxy-6-heptenoic acids and their lactone derivatives

  摘要：

  A series of 7-(substituted aryl)-3,5-dihydroxy-6-heptenoic (heptanoic) acids and their lactone derivatives have been prepared and tested for inhibition of 3-hydroxy-3-methylglutaryl-coenzyme A reductase in vitro. A systematic exploration of the structure-activity relationships in this series led to the synthesis of (+)-trans-(E)-6-[2-[2,4-dichloro-6-[(4-fluorophenyl) methoxyl]phenyl]ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one (66(+)), which has one-half of the inhibitory activity of compactin.

  DOI：

  10.1021/jm00152a001

文献信息

• HOFFMAN, W. F.;ALBERTS, A. W.;CRAGOE, E. J. ,, JR.;DEANA, A. A.;EVANS, B.+, J. MED. CHEM., 1986, 29, N 2, 159-169
  作者：HOFFMAN, W. F.、ALBERTS, A. W.、CRAGOE, E. J. ,, JR.、DEANA, A. A.、EVANS, B.+

  DOI：——

  日期：——