(2R,6S,E)-1-but-3-enoyl-2-(3,4-dimethoxyphenyl)-6-styrylpiperidin-4-one | 1139874-41-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (2R,6S,E)-1-but-3-enoyl-2-(3,4-dimethoxyphenyl)-6-styrylpiperidin-4-one
• 英文别名: (2R,6S)-1-but-3-enoyl-2-(3,4-dimethoxyphenyl)-6-[(E)-2-phenylethenyl]piperidin-4-one
• CAS: 1139874-41-1
• 化学式: C₂₅H₂₇NO₄
• 分子量: 405.494
• InChiKey: XLIHUHUXIXCVMY-UEUVIKQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,6S,E)-1-but-3-enoyl-2-(3,4-dimethoxyphenyl)-6-styrylpiperidin-4-one 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以74%的产率得到(4R,9aS)-4-(3,4-dimethoxyphenyl)-3,4-dihydro-1H-quinolizine-2,6(7H,9aH)-dione
  参考文献：
  名称：

  An Enantioselective Organocatalytic Approach to Both Enantiomers of Lasubine II

  摘要：

  A concise stereoselective route providing access to both enantiomers of the bioactive quinolizidine alkaloid lasubine II has been developed. The enantioselectivity was introduced by taking advantage of a proline-catalyzed asymmetric Mannich reaction. Next, the bicyclic system was constructed via a diastereoselective Mannich cyclization and subsequent ring-closing metathesis as the key steps.

  DOI：

  10.1021/jo900141f
• 作为产物：
  描述：

  乙烯基乙酸 、 (2R,6S)-2-(3,4-dimethoxyphenyl)-6-[(E)-2-phenylethenyl]piperidin-4-one 在 N,N'-二环己基碳二亚胺 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以2.43 g的产率得到(2R,6S,E)-1-but-3-enoyl-2-(3,4-dimethoxyphenyl)-6-styrylpiperidin-4-one
  参考文献：
  名称：

  An Enantioselective Organocatalytic Approach to Both Enantiomers of Lasubine II

  摘要：

  A concise stereoselective route providing access to both enantiomers of the bioactive quinolizidine alkaloid lasubine II has been developed. The enantioselectivity was introduced by taking advantage of a proline-catalyzed asymmetric Mannich reaction. Next, the bicyclic system was constructed via a diastereoselective Mannich cyclization and subsequent ring-closing metathesis as the key steps.

  DOI：

  10.1021/jo900141f