(1S,4S)-4-hydroxymethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine | 908861-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1S,4S)-4-hydroxymethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine
• CAS: 908861-32-5
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: FQLALTKGDRGFCI-CXAGYDPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  33.12
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1S,4S)-4-hydroxymethyl-1,4-methano-11,11-dimethyl-1,2,3,4-tetrahydroacridine 在 吗啉 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (1S,4S)-4-diphenylphosphanylmethyl-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 、 二乙二醇乙醚 、 硫酸 、 三氟化硼乙醚 、 铁粉 、 溶剂黄146 、 sodium iodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙腈 为溶剂， 反应 36.25h， 生成 (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