9-[(1'R,4'S)-4'-fluoro-2'-cyclopenten-1'-yl]-9H-2-aminoadenine | 907623-28-3

• 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: 9-[(1'R,4'S)-4'-fluoro-2'-cyclopenten-1'-yl]-9H-2-aminoadenine
• CAS: 907623-28-3
• 化学式: C₁₀H₁₁FN₆
• 分子量: 234.236
• InChiKey: ZDBGRYSKXUGWLP-RITPCOANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  95.64
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  9-[(1'R,4'S)-4'-fluoro-2'-cyclopenten-1'-yl]-9H-2-aminoadenine 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 19.0h， 以63%的产率得到9-[(1'R,2'S,3'S,4'S)-2',3'-dihydroxy-4'-fluorocyclopentan-1'-yl]-9H-2-aminoadenine
  参考文献：
  名称：

  4′-Fluorinated carbocyclic nucleosides: Synthesis and inhibitory activity against S-adenosyl-l-homocysteine hydrolase

  摘要：

  4 '-Fluorinated analogue of 9-[(1 ' R,2 ' S,3 ' R)-2 ',3 '-dihydroxy-eyelopentan-1 '-yl]adenine (DHCaA) and their related analogues were systematically synthesized under the Mitsunobu and palladium(O) coupling conditions followed by fluorination with inversion of the configuration by using diethylammosulfur trifluoride, respectively. 4 '-P-Fluoro DHCaA and 2-amino-4 '-alpha-fluoro DHCaA demonstrated slight inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase, respectively.(c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.023
• 作为产物：
  描述：

  9-[(1'R,4'R)-4'-hydroxy-2'-cyclopenten-1'-yl]-9H-2-aminoadenine 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以32%的产率得到9-[(1'R,4'S)-4'-fluoro-2'-cyclopenten-1'-yl]-9H-2-aminoadenine
  参考文献：
  名称：

  4′-Fluorinated carbocyclic nucleosides: Synthesis and inhibitory activity against S-adenosyl-l-homocysteine hydrolase

  摘要：

  4 '-Fluorinated analogue of 9-[(1 ' R,2 ' S,3 ' R)-2 ',3 '-dihydroxy-eyelopentan-1 '-yl]adenine (DHCaA) and their related analogues were systematically synthesized under the Mitsunobu and palladium(O) coupling conditions followed by fluorination with inversion of the configuration by using diethylammosulfur trifluoride, respectively. 4 '-P-Fluoro DHCaA and 2-amino-4 '-alpha-fluoro DHCaA demonstrated slight inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase, respectively.(c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.023