(1SR,5RS)-1-acetyl-3-benzyl-3-azabicyclo[3.3.1]nonan-9-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (1SR,5RS)-1-acetyl-3-benzyl-3-azabicyclo[3.3.1]nonan-9-one
• 英文别名: (1S,5R)-1-acetyl-3-benzyl-3-azabicyclo[3.3.1]nonan-9-one
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: VGSCWEUFNMVHQA-WBVHZDCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙酰基环己酮 、 3-benzyl-1,5,3-dioxazepane 在 甲基三氯硅烷 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(1SR,5RS)-1-acetyl-3-benzyl-3-azabicyclo[3.3.1]nonan-9-one
  参考文献：
  名称：

  An efficient synthesis of 3-alkyl-1,5,3-dioxazepanes and their use as electrophiles in double-Mannich reactions

  摘要：

  An efficient synthesis of 3-alkyl 1,5,3-dioxazepanes was developed for subsequent use in double-Mannich reactions with a variety of carbon-based nucleophiles. It was found that addition of methyltrichlorosilane to the dioxazepane led to a long-lasting reactive species that reacted rapidly with acid-sensitive ketones and beta-ketoesters to afford azabicyclo[3.3.1]nonanes in good yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.090

文献信息

• An efficient synthesis of 3-alkyl-1,5,3-dioxazepanes and their use as electrophiles in double-Mannich reactions
  作者：Kevin Sparrow、David Barker、Margaret A. Brimble

  DOI：10.1016/j.tet.2011.11.090

  日期：2012.1

  An efficient synthesis of 3-alkyl 1,5,3-dioxazepanes was developed for subsequent use in double-Mannich reactions with a variety of carbon-based nucleophiles. It was found that addition of methyltrichlorosilane to the dioxazepane led to a long-lasting reactive species that reacted rapidly with acid-sensitive ketones and beta-ketoesters to afford azabicyclo[3.3.1]nonanes in good yield. (C) 2011 Elsevier Ltd. All rights reserved.