8-Chloro-11-hydroxy-3-((S)-1-hydroxy-3-methyl-butyl)-4-methoxy-9,10-dimethyl-7H-6,12-dioxa-dibenzo[a,d]cycloocten-5-one | 861405-88-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-Chloro-11-hydroxy-3-((S)-1-hydroxy-3-methyl-butyl)-4-methoxy-9,10-dimethyl-7H-6,12-dioxa-dibenzo[a,d]cycloocten-5-one
• CAS: 861405-88-1
• 化学式: C₂₂H₂₅ClO₆
• 分子量: 420.89
• InChiKey: UTLYPLWLOKZTJH-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  8-Chloro-11-hydroxy-3-((S)-1-hydroxy-3-methyl-butyl)-4-methoxy-9,10-dimethyl-7H-6,12-dioxa-dibenzo[a,d]cycloocten-5-one 、 7-甲基双环[2.2.1]庚烷-7-甲酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 7-Methyl-bicyclo[2.2.1]heptane-7-carboxylic acid 4-chloro-9-((S)-1-hydroxy-3-methyl-butyl)-8-methoxy-2,3-dimethyl-7-oxo-5H,7H-6,12-dioxa-dibenzo[a,d]cycloocten-1-yl ester
  参考文献：
  名称：

  Dibenzodioxocinones—A new class of CETP inhibitors

  摘要：

  Derivatives of the natural product 11-hydroxy-3-[(S)-1-hydroxy-3-methylbutyl]-4-methoxy-9-methyl-5H,7H-dibenzo[b,g][1,5]dioxocin-5-one 1 were studied as novel CETP inhibitors. Compound 2 was identified from HTS as a micromolar inhibitor. The compound suffered from very low stability in plasma. Optimisation by partial synthesis started from 1 and led to low-nanomolar inhibitors with good stability in rat plasma. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.073
• 作为产物：
  描述：

  8-Chloro-11-hydroxy-3-((S)-1-hydroxy-3-methyl-butyl)-4-methoxy-9-methyl-7H-6,12-dioxa-dibenzo[a,d]cycloocten-5-one 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 8-Chloro-11-hydroxy-3-((S)-1-hydroxy-3-methyl-butyl)-4-methoxy-9,10-dimethyl-7H-6,12-dioxa-dibenzo[a,d]cycloocten-5-one
  参考文献：
  名称：

  Dibenzodioxocinones—A new class of CETP inhibitors

  摘要：

  Derivatives of the natural product 11-hydroxy-3-[(S)-1-hydroxy-3-methylbutyl]-4-methoxy-9-methyl-5H,7H-dibenzo[b,g][1,5]dioxocin-5-one 1 were studied as novel CETP inhibitors. Compound 2 was identified from HTS as a micromolar inhibitor. The compound suffered from very low stability in plasma. Optimisation by partial synthesis started from 1 and led to low-nanomolar inhibitors with good stability in rat plasma. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.073