(1R,4S)-3-(2-aminophenyl)methylene-1-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one | 908861-34-7

• 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,4S)-3-(2-aminophenyl)methylene-1-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one
• CAS: 908861-34-7
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: OLAXMXNVUOXGEC-CXAGYDPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  63.32
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1R,4S)-3-(2-aminophenyl)methylene-1-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one 在 二乙二醇乙醚 、 硫酸 作用下， 反应 1.0h， 以88%的产率得到(1S,4S)-4-hydroxymethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine
  参考文献：
  名称：

  Synthesis of 4-diphenylphosphanylmethyl- and 4-phenylthiomethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine: new N–P and N–S camphor-derived chiral ligands for asymmetric catalysis

  摘要：

  A new procedure has been developed for the preparation of camphor-annulated quinoline with different substituents on the 1-methyl group of the (+)-camphor backbone. Amongst them, two new N-P and N-S ligands, namely the 4-(diphenylphosphanylmethyl)- and 4-(phenylthiomethyl)-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine, have been employed in asymmetric palladium-catalyzed allylic substitution. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.05.012
• 作为产物：
  描述：

  (1R,4R)-1-benzyloxymethyl-7,7-dimethyl-bicyclo[2.2.1]heptan-2-one 在 盐酸 、 铁粉 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 2.25h， 生成 (1R,4S)-3-(2-aminophenyl)methylene-1-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptan-2-one
  参考文献：
  名称：

  Synthesis of 4-diphenylphosphanylmethyl- and 4-phenylthiomethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine: new N–P and N–S camphor-derived chiral ligands for asymmetric catalysis

  摘要：

  A new procedure has been developed for the preparation of camphor-annulated quinoline with different substituents on the 1-methyl group of the (+)-camphor backbone. Amongst them, two new N-P and N-S ligands, namely the 4-(diphenylphosphanylmethyl)- and 4-(phenylthiomethyl)-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine, have been employed in asymmetric palladium-catalyzed allylic substitution. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.05.012