methyl (3aR,6R,9aR,11aR)-3b,11-(12-isopropyletheno)-6,9a-dimethyl-2-(4-methylphenylsulfonyloxy)-1,3-dioxohexadecahydro-1H-naphtho[2,1-e]isoindole-6-carboxylate | 1160170-64-8

• 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 (3aR,6R,9aR,11aR)-3b,11-(12-isopropyletheno)-6,9a-dimethyl-2-(4-methylphenylsulfonyloxy)-1,3-dioxohexadecahydro-1H-naphtho[2,1-e]isoindole-6-carboxylate
• 英文别名: methyl (3aR,6R,9aR,11aR)-6,9a-dimethyl-1,3-dioxo-3b,11-(12-isopropyletheno)-2-(p-toluenesulfonyloxy)hexahydro-1H-naphtho[2,1-e]isoindole-6-carboxylate
• CAS: 1160170-64-8
• 化学式: C₃₂H₄₁NO₇S
• 分子量: 583.746
• InChiKey: BCIBSJOAIDILQY-WRVLXTKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  41.0
• 可旋转键数：
  5.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  107.05
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 methyl (3aR,6R,9aR,11aR)-3b,11-(12-isopropyletheno)-6,9a-dimethyl-2-(4-methylphenylsulfonyloxy)-1,3-dioxohexadecahydro-1H-naphtho[2,1-e]isoindole-6-carboxylate 在 三乙胺 作用下， 反应 1.0h， 以55%的产率得到dimethyl (1R,4aR,7R,8R)-6,8a-(11-isopropyletheno)-8-(3-methoxycarbonylamino)-1,4a-dimethyltetradecahydrophenanthrene-1,7-dicarboxylate
  参考文献：
  名称：

  Synthetic transformations of higher terpenoids: XX. Synthesis and transformations of diterpene ureido esters

  摘要：

  Lossen rearrangement of N-hydroxymaleopimaric acid amide p-toluenesulfonate in the presence of amines in methanol led to the formation of the corresponding diterpene ureido esters with high regio- and stereoselectivity. Treatment of the resulting ureides with phosphoryl chloride gave cyclic amidines via intramolecular ring closure. Substituted hydantoins were obtained by reactions of the ureido esters with glyoxal in acid medium, and their treatment with sodium ethoxide in ethanol afforded compounds of the naphtho[1,2-h]-quinazoline series.

  DOI：

  10.1134/s1070428010080051
• 作为产物：
  描述：

  methyl (3aR,6R,9aR,11aR)-2-hydroxy-3b,11-(12-isopropyletheno)-6,9a-dimethyl-1,3-dioxohexadecahydro-1H-naphtho[2,1-e]isoindole-6-carboxylate 、 对甲苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到methyl (3aR,6R,9aR,11aR)-3b,11-(12-isopropyletheno)-6,9a-dimethyl-2-(4-methylphenylsulfonyloxy)-1,3-dioxohexadecahydro-1H-naphtho[2,1-e]isoindole-6-carboxylate
  参考文献：
  名称：

  Synthesis of diterpene alkaloids of a new structural type from maleopimaric acid

  摘要：

  DOI：

  10.1134/s0012500808110098