(3R,3aR,4aR,5E,8aR,9aR)-5-[(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyl-3-(morpholin-4-ylmethyl)decahydronaphtho[2,3-b]furan-2(3H)-one | 1523437-05-9

• 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: (3R,3aR,4aR,5E,8aR,9aR)-5-[(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyl-3-(morpholin-4-ylmethyl)decahydronaphtho[2,3-b]furan-2(3H)-one
• CAS: 1523437-05-9
• 化学式: C₂₅H₃₅N₃O₅
• 分子量: 457.57
• InChiKey: AFCYYAJBNVOVCR-WOTQADOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  82.77
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  5-溴-1,3-二甲基尿嘧啶 、 (3R,3aR,4aS,8aR,9aR)-8a-methyl-5-methylidene-3-(morpholin-4-ylmethyl)-3a,4,4a,6,7,8,9,9a-octahydro-3H-benzo[f][1]benzofuran-2-one 在 palladium diacetate 、 caesium carbonate 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 以36%的产率得到(3R,3aR,4aR,5E,8aR,9aR)-5-[(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methylidene]-8a-methyl-3-(morpholin-4-ylmethyl)decahydronaphtho[2,3-b]furan-2(3H)-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