(1R,2R,5S)-2-(6-Bromo-pyridin-2-yl)-6,6-dimethyl-bicyclo[3.1.1]heptan-2-ol | 256428-17-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2R,5S)-2-(6-Bromo-pyridin-2-yl)-6,6-dimethyl-bicyclo[3.1.1]heptan-2-ol
• CAS: 256428-17-8
• 化学式: C₁₄H₁₈BrNO
• 分子量: 296.207
• InChiKey: TUCFMWYEOHIJOV-IMSIIYSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  33.12
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R,2R,5S)-2-(6-Bromo-pyridin-2-yl)-6,6-dimethyl-bicyclo[3.1.1]heptan-2-ol 在 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以46%的产率得到C₂₈H₃₆N₂O₂
  参考文献：
  名称：

  New chiral 2,2′-bipyridine diols as catalysts for enantioselective addition of diethylzinc to benzaldehyde

  摘要：

  New C-2-symmetric chiral 2,2'-bipyridine diols were prepared from readily available homochiral materials such as menthone and camphor. Their catalytic activities in the reaction of diethylzinc with benzaldehyde to give 1-phenyl-1-propanol were studied. In all cases, the yields were good and enantioselectivities up to 95% were observed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00399-7
• 作为产物：
  描述：

  2,6-二溴吡啶 、 (1R)-(+)-诺蒎酮 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 3.75h， 以57%的产率得到(1R,2R,5S)-2-(6-Bromo-pyridin-2-yl)-6,6-dimethyl-bicyclo[3.1.1]heptan-2-ol
  参考文献：
  名称：

  New chiral 2,2′-bipyridine diols as catalysts for enantioselective addition of diethylzinc to benzaldehyde

  摘要：

  New C-2-symmetric chiral 2,2'-bipyridine diols were prepared from readily available homochiral materials such as menthone and camphor. Their catalytic activities in the reaction of diethylzinc with benzaldehyde to give 1-phenyl-1-propanol were studied. In all cases, the yields were good and enantioselectivities up to 95% were observed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00399-7

文献信息

• Chiral bipyridine–copper(I) complex-catalyzed enantioselective allylic oxidation of cyclic alkenes
  作者：Wing-Sze Lee、Hoi-Lun Kwong、Hoi-Ling Chan、Wing-Wai Choi、Lai-Yuen Ng

  DOI：10.1016/s0957-4166(01)00160-4

  日期：2001.5

  Chiral copper(I) bipyridine complexes were prepared and used as catalysts in the enantioselective allylic oxidation of cyclic alkenes with tert-butyl perbenzoate. The yields ranged From moderate to good and enantioselectivities up to 70% were observed. (C) 2001 Elsevier Science Ltd. All rights reserved.