(3E,3aR,4aR,5E,8aR,9aR)-3,5-bis[(1,3-diheptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyldodecahydronaphtho[2,3-b]-furan-2-one | 1523437-20-8

• 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: (3E,3aR,4aR,5E,8aR,9aR)-3,5-bis[(1,3-diheptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyldodecahydronaphtho[2,3-b]-furan-2-one
• 英文别名: (3e,3Ar,4ar,5e,8ar,9ar)-3,5-bis[(1,3-diheptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)meth-ylidene]-8a-methyldodecahydronaphtho[2,3-b]-furan-2-one；5-[(E)-[(3E,3aR,4aR,8aR,9aR)-3-[(1,3-diheptyl-2,4-dioxopyrimidin-5-yl)methylidene]-8a-methyl-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-5-ylidene]methyl]-1,3-diheptylpyrimidine-2,4-dione
• CAS: 1523437-20-8
• 化学式: C₅₁H₈₀N₄O₆
• 分子量: 845.219
• InChiKey: XOTAARFIUDTBSH-MZHFKMTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  61
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,3-diheptyluracil 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (3E,3aR,4aS,8aR,9aR)-3-[(1,3-diheptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyl-5-methylidenedodecahydronaphtho-[2,3-b]furan-2-one 、 (3E,3aR,4aR,5E,8aR,9aR)-3,5-bis[(1,3-diheptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyldodecahydronaphtho[2,3-b]-furan-2-one
  参考文献：
  名称：

  Synthetic transformations of sesquiterpene lactones: VII. Palladium-catalyzed cross-coupling of isoalantolactone with 5-halouracils

  摘要：

  Palladium-catalyzed cross-coupling of isoalantolactone with 1,3-disubstituted or 1-substituted 5-bromo(iodo)uracils afforded mainly (13E)-13-(2,4-dioxotetrahydropyrimidin-5-yl)eudesma-4(15),11(13)-dien-8 beta,12-olides whose yields depended on the composition of the catalytic system, base, and additive. The structure of (13E)-13-[3-(2-cyanoethyl)-2,4-dioxotetrahydropyrimidin-5-yl]eudesma-4(15),11(13)-dien-8 beta,12-olide was proved by X-ray analysis.

  DOI：

  10.1134/s1070428013120130