1,2,3,4,4a,8b-hexahydrobiphenylene-4a,5-diol | 89638-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1,2,3,4,4a,8b-hexahydrobiphenylene-4a,5-diol
• 英文别名: (4bR,8aS)-5,6,7,8-tetrahydro-4bH-biphenylene-1,8a-diol
• CAS: 89638-59-5
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: OJASGIUXSKKQRA-SKDRFNHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4,4a,8b-hexahydrobiphenylene-4a,5-diol 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 氢气 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 乙酸乙酯 、 丙酮 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 10.25h， 生成 1-[[(4bS,8aR)-4b,5,6,7,8,8a-hexahydrobiphenylen-1-yl]oxy]-3-(propan-2-ylamino)propan-2-ol
  参考文献：
  名称：

  Synthesis of a novel series of (aryloxy)propanolamines: new selective .beta.2-blocking agents

  摘要：

  A new family of beta-blocking drugs is described. The originality of the new molecules lies in their functionalized hydrophobic folded structure, the basic part of which contains a benzocyclobutene ring. Excellent beta 2-blocker selectivity has been obtained with some of these compounds. Interestingly, this selectivity was not modified toward beta 1-blocker activity by introduction of the usual beta 1 inducer groups.

  DOI：

  10.1021/jm00372a016
• 作为产物：
  描述：

  3-氯苯酚 、 环己酮 在 sodium amide 、 sodium t-butanolate 作用下， 生成 1,2,3,4,4a,8b-hexahydrobiphenylene-4a,5-diol
  参考文献：
  名称：

  Synthesis of a novel series of (aryloxy)propanolamines: new selective .beta.2-blocking agents

  摘要：

  A new family of beta-blocking drugs is described. The originality of the new molecules lies in their functionalized hydrophobic folded structure, the basic part of which contains a benzocyclobutene ring. Excellent beta 2-blocker selectivity has been obtained with some of these compounds. Interestingly, this selectivity was not modified toward beta 1-blocker activity by introduction of the usual beta 1 inducer groups.

  DOI：

  10.1021/jm00372a016