cis-4-(benzoylamino)cyclooctanol | 139682-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-4-(benzoylamino)cyclooctanol
• CAS: 139682-21-6
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: XEFLHQZIUINMIA-KGLIPLIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  49.33
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  cis-4-(benzoylamino)cyclooctanol 在 chromium(VI) oxide 、 sodium tetrahydroborate 、 Hg(II) trifluoroacetate 、 硫酸 、 mercury(II) diacetate 作用下， 以 二甲基亚砜 为溶剂， 生成 (1-Methyl-9-aza-bicyclo[4.2.1]non-9-yl)-phenyl-methanone
  参考文献：
  名称：

  A simple approach to homotropanes and homotrop-7-enes

  摘要：

  1,4-Functionalisation of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular cyclisation to yield 9-azabicyclo[4.2.1]nonanes (homotropanes) and -non-7-enes (homotrop-7-enes); the approach can be adapted to allow access to 1-methylhomotropanes.

  DOI：

  10.1016/0040-4039(92)88069-h
• 作为产物：
  描述：

  cis-4-(benzoylamino)cyclooct-2-enol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以99%的产率得到cis-4-(benzoylamino)cyclooctanol
  参考文献：
  名称：

  A simple approach to homotropanes and homotrop-7-enes

  摘要：

  1,4-Functionalisation of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular cyclisation to yield 9-azabicyclo[4.2.1]nonanes (homotropanes) and -non-7-enes (homotrop-7-enes); the approach can be adapted to allow access to 1-methylhomotropanes.

  DOI：

  10.1016/0040-4039(92)88069-h

文献信息

• Synthetic approaches to homotropanes and homotrop-7-enes using intramolecular displacement and amidomercuration strategies
  作者：Craig R. Smith、David Justice、John R. Malpass

  DOI：10.1016/s0040-4020(01)80257-x

  日期：1993.1

  1,4-Functionalisation of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular displacement by nitrogen to yield the 9-methyl-9-azabicyclo[4.2.1]nonane (homotropane) and -non-7-ene (homotrop-7-ene) systems and N-benzyl derivatives. The approach can be adapted to allow access to 1-methylhomotropanes and -7-enes via transannular amidomercuration/de-mercuration.

  使用亚硝基环加成策略对环辛-1,3-二烯进行1,4-官能化，然后通过氮进行分子内置换，得到9-甲基-9-氮杂双环[4.2.1]壬烷（均烷）和-non-7 -烯（同型7-烯）系统和N-苄基衍生物。该方法可适于允许通过环戊酰胺酰胺化/去汞化反应获得1-甲基同环戊烷和-7-烯。
• Synthetic approaches to nortropanes and nortrop-6-enes; intramolecular displacement by nitrogen in 7-membered rings
  作者：Antoinette Naylor (nee Bathgate)、Nicola Howarth、John R. Malpass

  DOI：10.1016/s0040-4020(01)80313-6

  日期：1993.1

  The synthesis of simple nortropane and nortrop-6-ene derivatives from cyclohepta-1,3-diene is described. The key intermediates are trans-1-amino-4-chloro-cycloheptanes and -cyclohept-2-enes which are derived efficiently from the corresponding cis-amino-alcohols and undergo intramolecular cyclisation. Corresponding derivatisation of cyclohexa- and cycloocta-1,3-dienes is explored and attempts to achieve Pd-catalysed cyclisation of 1-amino-4-acetoxy-derivatives is described. Nitrogen inversion data for selected nortropane derivatives are included.