N-chloronortropane | 74327-95-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: N-chloronortropane
• 英文别名: N-Chlornortropan；8-Chloro-8-azabicyclo[3.2.1]octane
• CAS: 74327-95-0
• 化学式: C₇H₁₂ClN
• 分子量: 145.632
• InChiKey: DECLDHAWAAJIGD-UHFFFAOYSA-N

物化性质

• 沸点：
  190.6±23.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-chloronortropane 、 培利霉素 生成 8-azabicyclo[3.2.1]octane
  参考文献：
  名称：

  SCHELL F. M.; GANGULY R. N., J. ORG. CHEM., 1980, 45, NO 20 4069-4070

  摘要：

  DOI：
• 作为产物：
  描述：

  降莨菪鹼 在 sodium hypochlorite 、 氯 作用下， 反应 1.0h， 以100%的产率得到N-chloronortropane
  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.
• SCHELL F. M.; GANGULY R. N., J. ORG. CHEM., 1980, 45, NO 20 4069-4070
  作者：SCHELL F. M.、 GANGULY R. N.

  DOI：——

  日期：——