1,2,3,4,6,6a,12a,12b-octahydro-1-methyl-8-nitrobenz[a]anthracene-7,12-dione | 1192675-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,2,3,4,6,6a,12a,12b-octahydro-1-methyl-8-nitrobenz[a]anthracene-7,12-dione
• 英文别名: 1-Methyl-8-nitro-1,2,3,4,6,6a,12a,12b-octahydrobenzo[a]anthracene-7,12-dione
• CAS: 1192675-21-0
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: DQDDJQLSMZEPSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-硝基萘-1,4-二酮 、 乙烯基溴化镁 、 3-甲基环己酮 在 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 生成 1,2,3,4,6,6a,12a,12b-octahydro-3-methyl-8-nitrobenz[a]anthracene-7,12-dione 、 1,2,3,4,6,6a,12a,12b-octahydro-1-methyl-8-nitrobenz[a]anthracene-7,12-dione
  参考文献：
  名称：

  Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A

  摘要：

  An efficient four-step route to the tetracyclic aminoquinone moiety of marmycin A that proceeds in 41% overall yield from 5-nitronaphthoquinone and 5-methyl-1-vinylcyclohexene will facilitate preparation of marmycin A analogues for biological evaluation. The Diels-Alder reaction gave exclusively the desired adduct that is favored by steric considerations rather than the regioisomeric adduct that is favored by electronic considerations.

  DOI：

  10.1021/ol9020496

文献信息

• Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A
  作者：Nathan Maugel、Barry B. Snider

  DOI：10.1021/ol9020496

  日期：2009.11.5

  An efficient four-step route to the tetracyclic aminoquinone moiety of marmycin A that proceeds in 41% overall yield from 5-nitronaphthoquinone and 5-methyl-1-vinylcyclohexene will facilitate preparation of marmycin A analogues for biological evaluation. The Diels-Alder reaction gave exclusively the desired adduct that is favored by steric considerations rather than the regioisomeric adduct that is favored by electronic considerations.