N-benzoyl-9-oxa-10-azabicyclo<4.2.2>dec-7-ene | 139694-96-5

• 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: N-benzoyl-9-oxa-10-azabicyclo<4.2.2>dec-7-ene
• CAS: 139694-96-5
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: JFKPVRKHLNQKEY-UHFFFAOYSA-N

物化性质

• 沸点：
  408.9±25.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-benzoyl-9-oxa-10-azabicyclo<4.2.2>dec-7-ene 在 palladium on activated charcoal chromium(VI) oxide 、 sodium tetrahydroborate 、 aluminum amalgam 、 Hg(II) trifluoroacetate 、 硫酸 、 mercury(II) diacetate 、 水 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 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：

  环辛二烯 、 苯甲羟肟酸 在 tetramethylammonium metaperiodate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到N-benzoyl-9-oxa-10-azabicyclo<4.2.2>dec-7-ene
  参考文献：
  名称：

  Synthetic approaches to nortropanes and nortrop-6-enes; intramolecular displacement by nitrogen in 7-membered rings

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(01)80313-6

文献信息

• 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.
• A simple approach to homotropanes and homotrop-7-enes
  作者：John R. Malpass、Craig Smith

  DOI：10.1016/0040-4039(92)88069-h

  日期：1992.1

  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.