(+)-(1S,2R,4R,5R,6S)-2-acetoxy-5,6-epoxynorbornane | 159573-15-6

• 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,2R,4R,5R,6S)-2-acetoxy-5,6-epoxynorbornane
• 英文别名: Mzvavynblgdycb-wunnthrksa-；[(1R,2R,4S,5S,6R)-3-oxatricyclo[3.2.1.02,4]octan-6-yl] acetate
• CAS: 159573-15-6
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: MZVAVYNBLGDYCB-WUNNTHRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+)-(1S,2R,4R,5R,6S)-2-acetoxy-5,6-epoxynorbornane 在 sodium hydroxide 作用下， 反应 4.0h， 生成 (1RS,2RS,4SR,5SR,6RS)-3-oxatricyclo<3.2.1.0^2,4>octan-6-ol
  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：

  乙酸异丙烯酯 、 5,6-epoxy-2-norbornol 在 Novozym 435 、 4 A molecular sieve 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 (1S,2R,4S,5R,6S)-3-Oxa-tricyclo[3.2.1.0^2,4]octan-6-ol 、 (+)-(1S,2R,4R,5R,6S)-2-acetoxy-5,6-epoxynorbornane 、 (-)-(1R,2S,4S,5S,6R)-2-acetoxy-5,6-epoxynorbornane
  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

表征谱图