(5S,9R)-methyl 2-methoxy-11-oxo-7-propyl-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate | 1384719-13-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5S,9R)-methyl 2-methoxy-11-oxo-7-propyl-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate
• CAS: 1384719-13-4
• 化学式: C₁₈H₂₁NO₄
• 分子量: 315.369
• InChiKey: FYCWVOIVXBGNGW-SGTLLEGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.49
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  在 sodium acetate 、 溶剂黄146 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 24.0h， 生成 (5R,9R)-methyl 2-methoxy-11-oxo-7-propyl-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate 、 (5S,9R)-methyl 2-methoxy-11-oxo-7-propyl-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate
  参考文献：
  名称：

  Target-oriented multifunctional organocatalysis for enantioselective synthesis of bicyclo[3.3.1]nona-2,6-dien-9-ones. A formal asymmetric synthesis of huperzine A

  摘要：

  A target-oriented highly enantioselective multifunctional organocatalytic approach has been developed to construct the bicycle-[3.3.1]nona-2,6-dien-9-one core of (-)-huperzine A for the first time, with up to 95% ee in the gram-scale procedure. The newly established methodology is also eligible to synthesize a variety of bicyclo[3.3.1]nona-2,6-dien-9-ones in high enantiopurities, and thus is useful for the future development of novel huperzine A analogs with medicinal interests. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.061