| 1296689-87-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1296689-87-6
• 化学式: C₂₆H₃₄N₂O₄
• 分子量: 438.567
• InChiKey: XQPIKURNGYIZFS-MDTBLFKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 palladium on carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 以88%的产率得到tert-butyl 3-[(2S)-6-oxopiperidin-2-yl]azetidine-1-carboxylate
  参考文献：
  名称：

  A stereoselective approach to 6-alkylated piperidinone & 2-piperidine via three-component vinylogous Mannich reactions (VMR) and a concise synthesis of (S)-anabasine

  摘要：

  A three-component diastereoselective vinylogous Mannich-type reaction (VMR) with the silyl ketene acetal (1) was developed. Adducts from the reactions provided valuable intermediates for construction of a variety of chiral 6-alkylated piperidinone and 2-piperidine compounds. The strategy was applied in a concise synthesis (S)-anabasine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.090
• 作为产物：
  描述：

  3-甲酰基氮杂环丁烷-1-羧酸叔丁酯 、 (R)-1-(1-萘基)乙胺 、 1-(trimethylsiloxy)-1-methoxy-1,3-butadiene 在 tin(II) trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以70%的产率得到
  参考文献：
  名称：

  A stereoselective approach to 6-alkylated piperidinone & 2-piperidine via three-component vinylogous Mannich reactions (VMR) and a concise synthesis of (S)-anabasine

  摘要：

  A three-component diastereoselective vinylogous Mannich-type reaction (VMR) with the silyl ketene acetal (1) was developed. Adducts from the reactions provided valuable intermediates for construction of a variety of chiral 6-alkylated piperidinone and 2-piperidine compounds. The strategy was applied in a concise synthesis (S)-anabasine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.090