7-allyl-6-phenyloctahydro-4-oxa-6a-azacyclopenta[d]naphthalen-3a-ylamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 7-allyl-6-phenyloctahydro-4-oxa-6a-azacyclopenta[d]naphthalen-3a-ylamine
• 英文别名: (1R,5S,8R,10S)-8-phenyl-10-prop-2-enyl-6-oxa-9-azatricyclo[7.4.0.01,5]tridecan-5-amine
• 化学式: C₂₀H₂₈N₂O
• 分子量: 312.455
• InChiKey: FNBQIQOHOCURBC-WCIQWLHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (-)-2-氰-6-苯基恶唑哌啶 在 正丁基锂 、 四溴化碳 、 叔丁基锂 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 吡啶 、 乙醚 、 正己烷 、 正戊烷 为溶剂， 反应 3.83h， 生成 7-allyl-6-phenyloctahydro-4-oxa-6a-azacyclopenta[d]naphthalen-3a-ylamine
  参考文献：
  名称：

  Diasteroselective Synthesis of New Spiropiperidine Scaffolds from the CN(R,S) Building Block

  摘要：

  A methodology allowing the construction of spiropiperidine scaffolds similar to those found in naturally occurring alkaloids has been developed. This approach begins with the well-established CN(R,S) strategy, the spiro-center being built by way of an intramolecular attack of a nitrile function by an organolithium species obtained by a halogen/lithium exchange reaction mediated by either t-BuLi or lithium naphthalenide.

  DOI：

  10.1021/jo050258d

文献信息

• Diasteroselective Synthesis of New Spiropiperidine Scaffolds from the CN(<i>R</i>,<i>S</i>) Building Block
  作者：Emmanuel Roulland、Fabrice Cecchin、Henri-Philippe Husson

  DOI：10.1021/jo050258d

  日期：2005.5.1

  A methodology allowing the construction of spiropiperidine scaffolds similar to those found in naturally occurring alkaloids has been developed. This approach begins with the well-established CN(R,S) strategy, the spiro-center being built by way of an intramolecular attack of a nitrile function by an organolithium species obtained by a halogen/lithium exchange reaction mediated by either t-BuLi or lithium naphthalenide.