(4S,6S)-6-[2-(2,4-Dichloro-6-hydroxy-phenyl)-ethyl]-4-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-one | 99667-43-3

• 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: (4S,6S)-6-[2-(2,4-Dichloro-6-hydroxy-phenyl)-ethyl]-4-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-one
• CAS: 99667-43-3
• 化学式: C₁₇H₂₂Cl₂O₆
• 分子量: 393.264
• InChiKey: ZZVQREJUAMBKSY-STQMWFEESA-N

反应信息

• 作为产物：
  描述：

  (4R,6S)-6-{(E)-2-[2,4-Dichloro-6-(2-methoxy-ethoxymethoxy)-phenyl]-vinyl}-4-hydroxy-tetrahydro-pyran-2-one 在 Rh on carbon 氢气 、 zinc dibromide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (4S,6S)-6-[2-(2,4-Dichloro-6-hydroxy-phenyl)-ethyl]-4-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-one
  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