4-acetoxy-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-4b-ol | 89638-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-acetoxy-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-4b-ol
• CAS: 89638-71-1
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: PGCMUOPVIDLQMP-DOMZBBRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-acetoxy-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-4b-ol 在 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 乙醇 、 丙酮 为溶剂， 反应 6.5h， 生成 (1S,8R)-3-[2-hydroxy-3-(propan-2-ylamino)propoxy]tricyclo[6.5.0.02,7]trideca-2(7),3,5-trien-1-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 、 乙酸酐 、 环庚酮 在 吡啶 、 sodium amide 、 sodium t-butanolate 作用下， 生成 1-acetoxy-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-4b-ol 、 4-acetoxy-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-4b-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