drima-5,8(9)-dien-7-one | 176238-59-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: drima-5,8(9)-dien-7-one
• 英文别名: (4aR)-3,4,4a,8,8-pentamethyl-6,7-dihydro-5H-naphthalen-2-one
• CAS: 176238-59-8
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: YHGVJXSTFAXJDV-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  drima-5,8(9)-dien-7-one 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 5.0h， 以76%的产率得到11,12-dibromo-drim-5,8(9)-dien-7-one
  参考文献：
  名称：

  Synthesis of drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives from norambreinolide

  摘要：

  A method was elaborated for the synthesis of polyfunctional compounds of the drimane series, viz., drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives, potential intermediates for the synthesis of natural biologically active drimane sesquiterpenoids starting from norambreinolide. The key intermediate of the above drimane compounds is methyl 7-oxo-11-homodrim-8(9)-en-12-oate, prepared by electrochemical oxidation of a mixture of isomeric methyl bicyclohomofamesenoates obtained from norambreinolide.

  DOI：

  10.1007/bf01433763
• 作为产物：
  描述：

  methyl 7-oxo-13,14,15,16-tetranorlabd-8-en-12-oate 在 氢氧化钾 、 sodium hydroxide 、 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 乙二醇 为溶剂， 反应 1.25h， 生成 drima-5,8(9)-dien-7-one
  参考文献：
  名称：

  Synthesis of drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives from norambreinolide

  摘要：

  A method was elaborated for the synthesis of polyfunctional compounds of the drimane series, viz., drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives, potential intermediates for the synthesis of natural biologically active drimane sesquiterpenoids starting from norambreinolide. The key intermediate of the above drimane compounds is methyl 7-oxo-11-homodrim-8(9)-en-12-oate, prepared by electrochemical oxidation of a mixture of isomeric methyl bicyclohomofamesenoates obtained from norambreinolide.

  DOI：

  10.1007/bf01433763

文献信息

• Synthesis of drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives from norambreinolide
  作者：M. N. Koltsa、G. N. Mironov、S. T. Malinovskii、P. F. Vlad

  DOI：10.1007/bf01433763

  日期：1996.1

  A method was elaborated for the synthesis of polyfunctional compounds of the drimane series, viz., drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives, potential intermediates for the synthesis of natural biologically active drimane sesquiterpenoids starting from norambreinolide. The key intermediate of the above drimane compounds is methyl 7-oxo-11-homodrim-8(9)-en-12-oate, prepared by electrochemical oxidation of a mixture of isomeric methyl bicyclohomofamesenoates obtained from norambreinolide.