tert-Butyl-((1S,2S,4R,6S)-6-methanesulfonyl-bicyclo[2.2.1]hept-2-yloxy)-dimethyl-silane | 139689-86-4

• 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: tert-Butyl-((1S,2S,4R,6S)-6-methanesulfonyl-bicyclo[2.2.1]hept-2-yloxy)-dimethyl-silane
• CAS: 139689-86-4
• 化学式: C₁₄H₂₈O₃SSi
• 分子量: 304.526
• InChiKey: MLKAZMZRDMXSJK-VOAKCMCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-Butyl-((1S,2S,4R,6S)-6-methanesulfonyl-bicyclo[2.2.1]hept-2-yloxy)-dimethyl-silane 在 草酰氯 、 3 A molecular sieve 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 作用下， 以 甲苯 、 苯 为溶剂， 反应 76.25h， 生成 Benzyl-((1S,2R,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-2-yl)-amine
  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 咪唑 、 双氧水 、 diborane(6) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 tert-Butyl-((1S,2S,4R,6S)-6-methanesulfonyl-bicyclo[2.2.1]hept-2-yloxy)-dimethyl-silane
  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