9-[(1'R,2'R,3'S,4'R)-4'-acetoxymethyl-2',3'-epoxycyclopentan-1'-yl]-9H-2-fluoroadenine | 1032152-73-0

• 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: 9-[(1'R,2'R,3'S,4'R)-4'-acetoxymethyl-2',3'-epoxycyclopentan-1'-yl]-9H-2-fluoroadenine
• CAS: 1032152-73-0
• 化学式: C₁₃H₁₄FN₅O₃
• 分子量: 307.284
• InChiKey: OBQZSXYSNIWECL-GTDKDYCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.44
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  108.45
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  9-[(1'R,2'R,3'S,4'R)-4'-acetoxymethyl-2',3'-epoxycyclopentan-1'-yl]-9H-2-fluoroadenine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以23%的产率得到(1S,2R,4S)-2-(6-amino-2-fluoropurin-9-yl)-4-(hydroxymethyl)cyclopentan-1-ol
  参考文献：
  名称：

  Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase

  摘要：

  2-Modified aristeromycin derivatives and their related analogs were synthesized to investigate their inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase (PfSAHH). 2-Fluoroaristeromycin showed a strong inhibitory activity against PfSAHH selectively and complete resistance to adenosine deaminase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.046
• 作为产物：
  描述：

  9-[cis-(1'R,4'S)-4'-acetoxymethyl-2'-cyclopenten-1'-yl]-9H-2-fluoroadenine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以56%的产率得到9-[(1'R,2'R,3'S,4'R)-4'-acetoxymethyl-2',3'-epoxycyclopentan-1'-yl]-9H-2-fluoroadenine
  参考文献：
  名称：

  Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase

  摘要：

  2-Modified aristeromycin derivatives and their related analogs were synthesized to investigate their inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase (PfSAHH). 2-Fluoroaristeromycin showed a strong inhibitory activity against PfSAHH selectively and complete resistance to adenosine deaminase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.046