methyl (1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-6-[(E)-2-(4-methylphenyl)-2-oxoethylideneamino]-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate | 1257629-25-6

• 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 (1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-6-[(E)-2-(4-methylphenyl)-2-oxoethylideneamino]-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate
• CAS: 1257629-25-6
• 化学式: C₃₀H₃₇NO₃
• 分子量: 459.629
• InChiKey: LZWZOQBZJAGOBS-AHQVMFMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.73
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-6-[(E)-2-(4-methylphenyl)-2-oxoethylideneamino]-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate 、 乙烯基乙醚 在 三氟化硼乙醚 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 1.0h， 以25%的产率得到methyl (8aR,9R,12aS)-5-isopropyl-9,12a-dimethyl-3-(4-methylbenzoyl)-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]quinoline-9-carboxylate
  参考文献：
  名称：

  Povarov Reaction of Glyoxylate Imines Derived from 12-Aminodehydroabietic Acid

  摘要：

  Glyoxylate and arylglyoxal imines based on 12-aminodehydroabietic acid undergo hetero-Diels-Alder (Povarov) reaction with ethyl vinyl ether, cyclopentadiene, and indene to give, respectively, methyl (8aR,9R,12aS)-3-aroyl-5-isopropyl-9,12a-dimethyl-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]quinoline-9-carboxylates, methyl (7R,10aS,10dR,13aS)-1-aroyl-3-isopropyl-7,10a-dimethyl-2,5,6,6a,7,8,9,10,10a,10d,13,13a-dodecahydro-1H-naphtho[1,2-f]cyclopenta[c]quinoline-7-carboxylates, and methyl (6aS,11bS,11eS,15R,15aR)-6-aroyl-4-isopropyl-11e,15-dimethyl-2,5,6,6a,7,11b,11e,12,13,14,15,15a-1H-dodecahydroindeno[2,1-c]-naphtho[1,2-f]quinoline-15-carboxylates.

  DOI：

  10.1134/s1070428010100076
• 作为产物：
  描述：

  4-甲基苯甲酰甲醛水合物 、 12-aminodehydroabietic acid methyl ester 以 甲苯 为溶剂， 以77%的产率得到methyl (1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-6-[(E)-2-(4-methylphenyl)-2-oxoethylideneamino]-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate
  参考文献：
  名称：

  Povarov Reaction of Glyoxylate Imines Derived from 12-Aminodehydroabietic Acid

  摘要：

  Glyoxylate and arylglyoxal imines based on 12-aminodehydroabietic acid undergo hetero-Diels-Alder (Povarov) reaction with ethyl vinyl ether, cyclopentadiene, and indene to give, respectively, methyl (8aR,9R,12aS)-3-aroyl-5-isopropyl-9,12a-dimethyl-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]quinoline-9-carboxylates, methyl (7R,10aS,10dR,13aS)-1-aroyl-3-isopropyl-7,10a-dimethyl-2,5,6,6a,7,8,9,10,10a,10d,13,13a-dodecahydro-1H-naphtho[1,2-f]cyclopenta[c]quinoline-7-carboxylates, and methyl (6aS,11bS,11eS,15R,15aR)-6-aroyl-4-isopropyl-11e,15-dimethyl-2,5,6,6a,7,11b,11e,12,13,14,15,15a-1H-dodecahydroindeno[2,1-c]-naphtho[1,2-f]quinoline-15-carboxylates.

  DOI：

  10.1134/s1070428010100076