(1S,2S,4S,5R)-bicyclo[2.2.1]heptane-2,5-diol | 159573-18-9

• 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: (1S,2S,4S,5R)-bicyclo[2.2.1]heptane-2,5-diol
• CAS: 159573-18-9
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: YHUQPGPXJUVMNN-ZTYPAOSTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 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：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2S,4S,5R)-bicyclo[2.2.1]heptane-2,5-diol 在 硝酸 作用下， 反应 0.5h， 生成 (1S,4S,5R)-5-Hydroxybicyclo<2.2.1>heptan-2-one 、 (1S,4S)-bicyclo[2.2.1]heptane-2,5-dione
  参考文献：
  名称：

  Bicyclic diols and related derivatives as catalysts for the asymmetric diethylzinc addition to benzaldehyde

  摘要：

  Chiral bicyclic diols based on bicyclo[2.2.2]octane and bicyclo[2.2.1]heptane have been synthesized and their catalytic capacity in the asymmetric diethylzinc addition to benzaldehyde compared with those described for previously synthesized 2,6-bicyclo[2.2.2]octane-diols (BODOLs). The influence of the number of coordinating sites and the distance between them were studied. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.024
• 作为产物：
  描述：

  (1S,2R,4S,5R,6S)-3-Oxa-tricyclo[3.2.1.0^2,4]octan-6-ol 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (1S,2S,4S,5R)-bicyclo[2.2.1]heptane-2,5-diol
  参考文献：
  名称：

  Bicyclic diols and related derivatives as catalysts for the asymmetric diethylzinc addition to benzaldehyde

  摘要：

  Chiral bicyclic diols based on bicyclo[2.2.2]octane and bicyclo[2.2.1]heptane have been synthesized and their catalytic capacity in the asymmetric diethylzinc addition to benzaldehyde compared with those described for previously synthesized 2,6-bicyclo[2.2.2]octane-diols (BODOLs). The influence of the number of coordinating sites and the distance between them were studied. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.024