Acetic acid (1S,5S,6R,8S)-8-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-2-oxa-bicyclo[3.2.1]oct-6-yl ester | 644995-41-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: Acetic acid (1S,5S,6R,8S)-8-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-2-oxa-bicyclo[3.2.1]oct-6-yl ester
• CAS: 644995-41-5
• 化学式: C₁₇H₃₂O₆Si
• 分子量: 360.523
• InChiKey: SNPCQVKGBRPVBW-IVSAIRAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1S,5S,6R,8S)-8-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-2-oxa-bicyclo[3.2.1]oct-6-yl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 Acetic acid (1S,5R,6R,8S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-ylmethoxy)-8-hydroxy-2-oxa-bicyclo[3.2.1]oct-6-yl ester
  参考文献：
  名称：

  (1'S,5'S,6'R,8'S)-1-[(6'-Acetoxy-8'-hydroxy-2'-oxabicyclo[3.2.1]oct-5'-yl)oxymethyl]-N⁴-benzoylcytosine

  摘要：

  The structure of the title compound, C21H23N3O7, has been determined at 193 K, The equivalent DNA-backbone torsion angles delta (O6'-C6'-C5'-C8') and gamma (C6'-C5'-C8'-O8') are 157.3(4) and 67.5(5)degrees, respectively. An intramolecular hydrogen bond involving the hydroxy O8' and carbonyl O2 atoms helps fix the molecule in an extended arrangement with the torsion angle between the bicycle and pyrimidinyl moieties (C5'-O1-C1-N1) being 159.9(4)degrees.

  DOI：

  10.1107/s010827019800184x
• 作为产物：
  描述：

  (1S,5S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2-oxa-bicyclo[3.2.1]octane-5,6-diol 在 sodium iodide 作用下， 以 乙二醇二甲醚 为溶剂， 生成 Acetic acid (1S,5S,6R,8S)-8-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-2-oxa-bicyclo[3.2.1]oct-6-yl ester
  参考文献：
  名称：

  (1'S,5'S,6'R,8'S)-1-[(6'-Acetoxy-8'-hydroxy-2'-oxabicyclo[3.2.1]oct-5'-yl)oxymethyl]-N⁴-benzoylcytosine

  摘要：

  The structure of the title compound, C21H23N3O7, has been determined at 193 K, The equivalent DNA-backbone torsion angles delta (O6'-C6'-C5'-C8') and gamma (C6'-C5'-C8'-O8') are 157.3(4) and 67.5(5)degrees, respectively. An intramolecular hydrogen bond involving the hydroxy O8' and carbonyl O2 atoms helps fix the molecule in an extended arrangement with the torsion angle between the bicycle and pyrimidinyl moieties (C5'-O1-C1-N1) being 159.9(4)degrees.

  DOI：

  10.1107/s010827019800184x