(1R,2S,4R,5R)-5-methylsulfonylbicyclo[2.2.1]heptan-2-ol | 139689-89-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (1R,2S,4R,5R)-5-methylsulfonylbicyclo[2.2.1]heptan-2-ol
• CAS: 139689-89-7
• 化学式: C₈H₁₄O₃S
• 分子量: 190.263
• InChiKey: WPGHKZXAQBBZNV-OOJXKGFFSA-N

物化性质

• 沸点：
  398.0±31.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (1R,2S,4R,5R)-5-methylsulfonylbicyclo[2.2.1]heptan-2-ol 在 吡啶 作用下， 反应 24.0h， 以86%的产率得到Acetic acid (1R,2S,4R,5R)-5-methanesulfonyl-bicyclo[2.2.1]hept-2-yl ester
  参考文献：
  名称：

  A new synthesis of 2-substituted 6-endo-(methylthio)bicyclo[2.2.1]heptanes. Synthesis and crystal and molecular structure of a conformationally restricted methionine analog

  摘要：

  A new and advantageous synthesis of 2-endo-substituted-6-endo-(methylthio)bicyclo[2.2.1]heptanes, especially suitable for the preparation of such compounds with 2-endo-hydroxy and amino substituents, is presented. Also reported is the synthesis of the conformationally restricted methionine analogue (+/-)-2-endo-amino-6-endo-(methylthio)bicyclo[2.2.1]heptane-2-exo-carboxylic acid and its crystal and molecular structure determined by X-ray crystallographic techniques.

  DOI：

  10.1021/jo00035a026
• 作为产物：
  描述：

  5-endo-(methylsulfonyl)-2-norbornene 在 二异丁基氢化铝 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 20.0h， 生成 (1R,2S,4R,5R)-5-methylsulfonylbicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  A new synthesis of 2-substituted 6-endo-(methylthio)bicyclo[2.2.1]heptanes. Synthesis and crystal and molecular structure of a conformationally restricted methionine analog

  摘要：

  A new and advantageous synthesis of 2-endo-substituted-6-endo-(methylthio)bicyclo[2.2.1]heptanes, especially suitable for the preparation of such compounds with 2-endo-hydroxy and amino substituents, is presented. Also reported is the synthesis of the conformationally restricted methionine analogue (+/-)-2-endo-amino-6-endo-(methylthio)bicyclo[2.2.1]heptane-2-exo-carboxylic acid and its crystal and molecular structure determined by X-ray crystallographic techniques.

  DOI：

  10.1021/jo00035a026