methyl (1S,4aS,8aR)-1,4a,6-trimethyl-5-{(3aR,4R,7aS)-2-[2-(2-methyl-1,3,6-trioxooctahydro-1H-isoindol-4-yl)furan-3-yl]-ethyl}-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carboxylate | 1392438-78-6

• 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 (1S,4aS,8aR)-1,4a,6-trimethyl-5-{(3aR,4R,7aS)-2-[2-(2-methyl-1,3,6-trioxooctahydro-1H-isoindol-4-yl)furan-3-yl]-ethyl}-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carboxylate
• CAS: 1392438-78-6
• 化学式: C₃₀H₃₉NO₆
• 分子量: 509.643
• InChiKey: IJPUXWHXRLTPCF-ZCNHWBLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  37.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  93.89
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  methyl (1S,4aS,8aR)-1,4a,6-trimethyl-5-(2-{2-[(E)-3-oxobut-1-en-1-yl]furan-3-yl}ethyl)-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carboxylate 在 三乙胺 、 L-脯氨酸 、 zinc(II) chloride 作用下， 以 乙腈 、 苯 为溶剂， 反应 17.0h， 生成 methyl (1S,4aS,8aR)-1,4a,6-trimethyl-5-{(3aR,4R,7aS)-2-[2-(2-methyl-1,3,6-trioxooctahydro-1H-isoindol-4-yl)furan-3-yl]-ethyl}-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carboxylate 、 methyl (1S,4aS,8aR)-1,4a,6-trimethyl-5-{(3aS,4S,7aR)-2-[2-(2-methyl-1,3,6-trioxooctahydro-1H-isoindol-4-yl)furan-3-yl]-ethyl}-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carboxylate
  参考文献：
  名称：

  Synthetic transformations of higher terpenoids: XXVIII. Diels-Alder reactions of 16-(trimethylsiloxybutadienyl) labdanoids

  摘要：

  15,16-Epoxy-16-(3-trimethylsiloxybuta-1,3-dien-1-yl)labdanoids were synthesized, and their reactions with cyclic dienophiles (1,4-benzoquinone, 1,4-toluquinone, 2-bromo-6-methyl-1,4-benzoquinone, and N-methylmaleimide) were studied. The reactions with unsymmetrically substituted benzoquinones were not selective. Methods for the preparation of hybrid compounds containing furan diterpenoid and substituted naphthoquinone, octahydroisoindoletrione, or hexahydroisoindoledione fragments were proposed.

  DOI：

  10.1134/s1070428012060164