(3Z,3aR,4aS,8aR,9aR)-3-[(1-heptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8amethyl-5-methylidenedodecahydronaphtho[2,3-b]-furan-2-one | 1523437-64-0

• 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: (3Z,3aR,4aS,8aR,9aR)-3-[(1-heptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8amethyl-5-methylidenedodecahydronaphtho[2,3-b]-furan-2-one
• 英文别名: (3z,3Ar,4as,8ar,9ar)-3-[(1-heptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyl-5-methylidenedodecahydronaphtho[2,3-b]-furan-2-one；5-[(Z)-[(3aR,4aS,8aR,9aR)-8a-methyl-5-methylidene-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-3-ylidene]methyl]-1-heptylpyrimidine-2,4-dione
• CAS: 1523437-64-0
• 化学式: C₂₆H₃₆N₂O₄
• 分子量: 440.583
• InChiKey: BUOHRNRPGDYXNS-URQDJDPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-溴代庚烷 在 N-溴代丁二酰亚胺(NBS) 、 四丁基溴化铵 、 palladium diacetate 、 sodium hydride 、 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 、 mineral oil 为溶剂， 反应 37.0h， 生成 (3E,3aR,4aS,8aR,9aR)-3-[(1-heptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8amethyl-5-methylidenedodecahydronaphtho[2,3-b]-furan-2-one 、 (3Z,3aR,4aS,8aR,9aR)-3-[(1-heptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8amethyl-5-methylidenedodecahydronaphtho[2,3-b]-furan-2-one 、 (4aS,8aR,9aS)-3-[(1-heptyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-8a-methyl-5-methylidene-2,4,4a,5,6,7,8,8a,9,9a-decahydronaphtho[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

文献信息

• Synthetic transformations of sesquiterpene lactones: VII. Palladium-catalyzed cross-coupling of isoalantolactone with 5-halouracils
  作者：S. S. Patrushev、M. M. Shakirov、T. V. Rybalova、E. E. Shul’ts

  DOI：10.1134/s1070428013120130

  日期：2013.12

  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.