methyl 3-<14-(methyl 12-methoxy-7-oxopodocarpa-8,11,13-trien-19-oate)>propanaote | 128344-71-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl 3-<14-(methyl 12-methoxy-7-oxopodocarpa-8,11,13-trien-19-oate)>propanaote
• CAS: 128344-71-8
• 化学式: C₂₃H₃₀O₆
• 分子量: 402.488
• InChiKey: HWALKPFZZODBQN-YSZBQJHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  丙烯酸甲酯（MA） 、 alkaline earth salt of/the/ methylsulfuric acid 在 十二/十四烷基二甲基氧化胺 作用下， 生成 methyl 3-<14-(methyl 12-methoxy-7-oxopodocarpa-8,11,13-trien-19-oate)>propanaote 、 dimethyl <6aR-(5ζ,5aζ,6aα,7β,10aβ)>-5a-hydroxy-2-methoxy-7,10a-dimethyl-4,5,5b,6,6a,7,8,9,10,10a-decahydroacephenanthrylene-5,7-dicarboxylate
  参考文献：
  名称：

  Reactions with alkenes of η2-7-oxotetracarbonylmanganese complexes derived from diterpenoids

  摘要：

  A number of activated 7-oxotetracarbonylmanganese(I) complexes derived from podocarpic acid (1) and from dehydroabietic acid have been coupled with alkenes to give C(14) functionalised derivatives in high yields. Some coupling reactions resulted in cyclization to C(7), forming 4H-acephenanthrylene derivatives in moderate yields. Several modes of activating these manganese complexes towards coupling reactions were investigated; these included oxidative decarbonylation at room temperature, thermal promotion, and palladium-mediation.

  DOI：

  10.1016/0022-328x(92)83318-c

文献信息

• Cyclomanganation of diterpenoids; functionalization of C14
  作者：Richard C. Cambie、Michael R. Metzler、Peter S. Rutledge、Paul D. Woodgate

  DOI：10.1016/0022-328x(90)85462-8

  日期：1990.1

  Orthomanganated complexes have been made from carbonyl derivatives of the ring-C aromatic diterpenoids podocarpic acid and dehydroabietic acid. Activation of these complexes with Me3NO followed by coupling reactions with various substituted alkenes results in efficient substitution at C14. In some cases a tetracyclic indenol derivative is formed directly. Insertion of an alkyne also leads to cyclopentaannulation

  用环-C芳族二萜类罗汉果酸和脱氢松香酸的羰基衍生物制备了正锰配合物。这些配合物用Me 3 NO活化，然后与各种取代的烯烃进行偶联反应，可在C14处进行有效取代。在某些情况下，直接形成四环茚满醇衍生物。炔的插入还导致环戊环化。