(4aS,5S,7S)-5-Hydroxy-7-isopropenyl-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one | 623164-62-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aS,5S,7S)-5-Hydroxy-7-isopropenyl-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
• 英文别名: (4aS,5S,7S)-5-hydroxy-4a-methyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• CAS: 623164-62-5
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: JGIJIMSTBLOMKB-BPNCWPANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4aS,5S,7S)-5-Hydroxy-7-isopropenyl-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 在 吡啶 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 45.0h， 生成 Acetic acid (1S,3S,8aS)-3-isopropenyl-8a-methyl-6-oxo-1,2,3,4,6,8a-hexahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  Studies on the Dehydrogenation of 9-Oxygenated-eudesma-4-en-3-ones with DDQ

  摘要：

  9-Acetoxy-eudesma-4,11-dien-3-ones (4a, 4b) and 9-acetoxy-14-noreudesma-4,11-dien-3-ones (5a, 5b) were treated with DDQ in dioxane to yield normal 1,2-dehydro-products, whereas 14-noreudesma-4,11-dien-3,9-diones (2a, 2b) afforded a rearranged aromatic product, 1-hydroxy-15-noreudesma-1, 3, 5 (10), 11-tetraen-9-one (3). No reaction was observed by treatment of eudesma-4,11-dien-3,9-diones (1a, 1b) with DDQ under the same conditions. The effect of 10-methyl configuration on this reaction is also discussed.

  DOI：

  10.1080/00397919608003648
• 作为产物：
  描述：

  14-noreudesma-4,11-dien-3,9-dione 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 (4aS,5S,7S)-5-Hydroxy-7-isopropenyl-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
  参考文献：
  名称：

  Studies on the Dehydrogenation of 9-Oxygenated-eudesma-4-en-3-ones with DDQ

  摘要：

  9-Acetoxy-eudesma-4,11-dien-3-ones (4a, 4b) and 9-acetoxy-14-noreudesma-4,11-dien-3-ones (5a, 5b) were treated with DDQ in dioxane to yield normal 1,2-dehydro-products, whereas 14-noreudesma-4,11-dien-3,9-diones (2a, 2b) afforded a rearranged aromatic product, 1-hydroxy-15-noreudesma-1, 3, 5 (10), 11-tetraen-9-one (3). No reaction was observed by treatment of eudesma-4,11-dien-3,9-diones (1a, 1b) with DDQ under the same conditions. The effect of 10-methyl configuration on this reaction is also discussed.

  DOI：

  10.1080/00397919608003648