6-Chloro-9-((3aS,4R,6R,6aR)-6-isopropenyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purine | 915214-89-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 6-Chloro-9-((3aS,4R,6R,6aR)-6-isopropenyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purine
• CAS: 915214-89-0
• 化学式: C₁₆H₁₉ClN₄O₂
• 分子量: 334.805
• InChiKey: XKELMDRAPITNOY-WFFHOREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  62.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-Chloro-9-((3aS,4R,6R,6aR)-6-isopropenyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purine 在 sodium periodate 、 四氧化锇 作用下， 以 甲醇 、 水 为溶剂， 反应 8.0h， 以700 mg的产率得到1-[(3aR,4S,6R,6aS)-6-(6-Chloro-purin-9-yl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-ethanone
  参考文献：
  名称：

  5‘-Methylaristeromycin and Related Derivatives

  摘要：

  The biological versatility of aristeromycin (carbocyclic adenosine) is limited by accompanying cytotoxicity caused ostensibly by the intracellular formation of its 5'-nucleotide derivatives. Aristeromycin derivatives that offered steric interference to this transformation at the C-5' center were sought. This paper describes the facile stereospecific synthesis, where necessary, of such C-5'-methylated aristeromycin derivatives.

  DOI：

  10.1021/jo0612170
• 作为产物：
  描述：

  (3aR,6R,6aR)-6-Isopropenyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one 在 偶氮二甲酸二异丙酯 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 6-Chloro-9-((3aS,4R,6R,6aR)-6-isopropenyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purine
  参考文献：
  名称：

  5‘-Methylaristeromycin and Related Derivatives

  摘要：

  The biological versatility of aristeromycin (carbocyclic adenosine) is limited by accompanying cytotoxicity caused ostensibly by the intracellular formation of its 5'-nucleotide derivatives. Aristeromycin derivatives that offered steric interference to this transformation at the C-5' center were sought. This paper describes the facile stereospecific synthesis, where necessary, of such C-5'-methylated aristeromycin derivatives.

  DOI：

  10.1021/jo0612170