(1'S,2'R,3'S)-9-[2',3'-(isopropylidenedioxy)cyclopent-4'-en-1'-yl]-6-chloro-9H-purine | 1053639-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (1'S,2'R,3'S)-9-[2',3'-(isopropylidenedioxy)cyclopent-4'-en-1'-yl]-6-chloro-9H-purine
• 英文别名: 9-[(3aR,4S,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]-6-chloropurine
• CAS: 1053639-10-3
• 化学式: C₁₃H₁₃ClN₄O₂
• 分子量: 292.725
• InChiKey: YHUROXUBEHHDFH-OYNCUSHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  62.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1'S,2'R,3'S)-9-[2',3'-(isopropylidenedioxy)cyclopent-4'-en-1'-yl]-6-chloro-9H-purine 在 甲醇 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 (1'S,2'R,3'S)-1'-(6-methylamino-9H-purin-9-yl)-2',3'-dihydroxycyclopent-4'-ene
  参考文献：
  名称：

  Yu, Henry; Serbessa, Tesfaye, Bulletin of the Chemical Society of Ethiopia, 2010, vol. 24, # 3, p. 439 - 446

  摘要：

  DOI：
• 作为产物：
  描述：

  6-氯嘌呤 、 (4S,5R)-4,5-O-isopropylidenecyclopenten-1-ol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 生成 (1'S,2'R,3'S)-9-[2',3'-(isopropylidenedioxy)cyclopent-4'-en-1'-yl]-6-chloro-9H-purine
  参考文献：
  名称：

  Does the Anti-Hepatitis B Virus Activity of (+)-5‘-Noraristeromycin Exist in Its 4‘-Epimer and 4‘-Deoxygenated Derivatives?

  摘要：

  To begin an exploration of the structural parameters responsible for the activity of (+)-5'-noraristeromycin toward hepatitis B virus (HBV), three derivatives varied at the C-4' position have been prepared and evaluated. The syntheses began with a Mitsunobu coupling reaction of an appropriate cyclopentanol with B-chloropurine. The products of these reactions were synthetically altered by standard ammonolysis and deprotection procedures to give the desired products. Evaluation of the new derivatives indicated that removal of the C-4' hydroxyl of (+)-5'-noraristeromycin increased its potency toward HBV by approximately 10-fold.

  DOI：

  10.1021/jm980038a