3-(7-aza-bicyclo[4.1.0]hept-7-yl)-propan-1-ol | 566915-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 英文名称: 3-(7-aza-bicyclo[4.1.0]hept-7-yl)-propan-1-ol
• 英文别名: 3-(7-Azabicyclo[4.1.0]heptan-7-yl)propan-1-ol
• CAS: 566915-33-1
• 化学式: C₉H₁₇NO
• 分子量: 155.24
• InChiKey: FJYSXZUFQROKLG-UHFFFAOYSA-N

物化性质

• 沸点：
  258.6±23.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苄胺 、 3-(7-aza-bicyclo[4.1.0]hept-7-yl)-propan-1-ol 在 三(五氟苯基)硼烷 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以97%的产率得到trans-3-(2-N-benzylamino-cyclohexylamino)propan-1-ol
  参考文献：
  名称：

  Ring-Opening Reactions of Nonactivated Aziridines Catalyzed by Tris(pentafluorophenyl)borane

  摘要：

  The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently catalyzed by tris(pentafluorophenyl)borane leading to derivatives of trans- 1,2-diamines in high yields. A mechanistic investigation of the reaction suggests that in situ formed [(C6F5)(3)B(OH2)].H2O catalyzes the opening through a Bronsted acid manifold.

  DOI：

  10.1021/jo0343578
• 作为产物：
  描述：

  7-氮杂双环[4.1.0]庚烷 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 生成 3-(7-aza-bicyclo[4.1.0]hept-7-yl)-propan-1-ol
  参考文献：
  名称：

  Ring-Opening Reactions of Nonactivated Aziridines Catalyzed by Tris(pentafluorophenyl)borane

  摘要：

  The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently catalyzed by tris(pentafluorophenyl)borane leading to derivatives of trans- 1,2-diamines in high yields. A mechanistic investigation of the reaction suggests that in situ formed [(C6F5)(3)B(OH2)].H2O catalyzes the opening through a Bronsted acid manifold.

  DOI：

  10.1021/jo0343578

文献信息

• Ring-Opening Reactions of Nonactivated Aziridines Catalyzed by Tris(pentafluorophenyl)borane
  作者：Iain D. G. Watson、Andrei K. Yudin

  DOI：10.1021/jo0343578

  日期：2003.6.1

  The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently catalyzed by tris(pentafluorophenyl)borane leading to derivatives of trans- 1,2-diamines in high yields. A mechanistic investigation of the reaction suggests that in situ formed [(C6F5)(3)B(OH2)].H2O catalyzes the opening through a Bronsted acid manifold.