(1R,3R,4S)-(p-methoxyphenylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one | 1392514-40-7

• 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: (1R,3R,4S)-(p-methoxyphenylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• 英文别名: (1R,3R,4S)-3-(4-methoxyanilino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• CAS: 1392514-40-7
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: KFKLIBAWHRUNOV-CPUCHLNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3R,4S)-(p-methoxyphenylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 以85%的产率得到(1R,2S,3R,4S)-(p-methoxyphenylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Heterocyclization of 3-aminocamphor and 3-aminoisoborneol derivatives with cyclic β-diketones and formaldehyde. Synthesis of optically active 1,2,3,4-tetrahydroquinoline derivatives with terpene substituents

  摘要：

  通过将二甲基酮或梅尔杜姆酸与甲醛和(1S,3R,4S)-1,7,7-三甲基-3-(芳基氨基)双环[2.2.1]heptan-2-one or (1S,2S,3R,4S)-1,7,7-trimethyl-3-(arylamino)bicyclo[2.2.1]heptan2-ol.

  DOI：

  10.1007/s10600-012-0261-x
• 作为产物：
  描述：

  (1R)-3-(4-methoxy-phenylimino)-bornan-2-one 在 三乙酰氧基硼氢化钠 作用下， 以 苯 为溶剂， 生成 (1R,3R,4S)-(p-methoxyphenylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
  参考文献：
  名称：

  Heterocyclization of 3-aminocamphor and 3-aminoisoborneol derivatives with cyclic β-diketones and formaldehyde. Synthesis of optically active 1,2,3,4-tetrahydroquinoline derivatives with terpene substituents

  摘要：

  通过将二甲基酮或梅尔杜姆酸与甲醛和(1S,3R,4S)-1,7,7-三甲基-3-(芳基氨基)双环[2.2.1]heptan-2-one or (1S,2S,3R,4S)-1,7,7-trimethyl-3-(arylamino)bicyclo[2.2.1]heptan2-ol.

  DOI：

  10.1007/s10600-012-0261-x

文献信息

• Heterocyclization of 3-aminocamphor and 3-aminoisoborneol derivatives with cyclic β-diketones and formaldehyde. Synthesis of optically active 1,2,3,4-tetrahydroquinoline derivatives with terpene substituents
  作者：A. P. Kadutskii、N. G. Kozlov、L. L. Frolova、I. N. Alekseev、A. V. Kuchin

  DOI：10.1007/s10600-012-0261-x

  日期：2012.7

  Spirocyclic 1,2,3,4-tetrahydroquinoline derivatives were prepared in quantitative yield by three-component condensation of dimedone or Meldrum’s acid with formaldehyde and (1S,3R,4S)-1,7,7-trimethyl-3(arylamino)bicyclo[2.2.1]heptan-2-one or (1S,2S,3R,4S)-1,7,7-trimethyl-3-(arylamino)bicyclo[2.2.1]heptan2-ol.

  通过将二甲基酮或梅尔杜姆酸与甲醛和(1S,3R,4S)-1,7,7-三甲基-3-(芳基氨基)双环[2.2.1]heptan-2-one or (1S,2S,3R,4S)-1,7,7-trimethyl-3-(arylamino)bicyclo[2.2.1]heptan2-ol.