3a-amino-6-phenyldecahydro-4-oxa-6a-azacyclopenta[d]naphthalene-7-carbonitrile | 855301-96-1

• 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: 3a-amino-6-phenyldecahydro-4-oxa-6a-azacyclopenta[d]naphthalene-7-carbonitrile
• 英文别名: (1R,5S,8R,10S)-5-amino-8-phenyl-6-oxa-9-azatricyclo[7.4.0.01,5]tridecane-10-carbonitrile
• CAS: 855301-96-1
• 化学式: C₁₈H₂₃N₃O
• 分子量: 297.4
• InChiKey: UJURWEGQROXELE-FJIDUMEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3a-amino-6-phenyldecahydro-4-oxa-6a-azacyclopenta[d]naphthalene-7-carbonitrile 在 盐酸 、 silver tetrafluoroborate 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.33h， 生成 (3a-hydroxy-6-phenyldecahydro-4-oxa-6a-azacyclopenta[d]naphthalen-7-yl)acetic acid ethyl ester
  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
• 作为产物：
  描述：

  (-)-2-氰-6-苯基恶唑哌啶 在 正丁基锂 、 萘 、 lithium 、 二异丙胺 、 柠檬酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 3a-amino-6-phenyldecahydro-4-oxa-6a-azacyclopenta[d]naphthalene-7-carbonitrile
  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