(1R,2R,3R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopentane-2,3-diol | 214216-18-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: (1R,2R,3R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopentane-2,3-diol
• 英文别名: (1R,2S,3R,5S)-3-(6-aminopurin-9-yl)-5-azido-cyclopentane-1,2-diol；(1R,2S,3R,5S)-3-(6-aminopurin-9-yl)-5-azidocyclopentane-1,2-diol
• CAS: 214216-18-9
• 化学式: C₁₀H₁₂N₈O₂
• 分子量: 276.258
• InChiKey: UPIWCZFYODCBAS-LAHCRNKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1R,2R,3R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopentane-2,3-diol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以95%的产率得到5'-amino-5'-deoxy-5'-noraristeromycin
  参考文献：
  名称：

  5'-氨基-5'-脱氧-5'-诺拉霉素。

  摘要：

  DOI：

  10.1021/jo972078c
• 作为产物：
  描述：

  (1R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopent-2-ene 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 12.0h， 生成 (1R,2R,3R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopentane-2,3-diol
  参考文献：
  名称：

  Synthesis of 4′-modified noraristeromycins to clarify the effect of the 4′-hydroxyl groups for inhibitory activity against S-adenosyl-l-homocysteine hydrolase

  摘要：

  4'-Modified noraristeromycin (NAM) analogs, 4'-sulfo-, 4'-sulfamoy, 4'-azido and 4'-amino-NAM, were systematically synthesized. The inhibitory activities of these analogs and related compounds against Plasmodium falciparum and human S-adenosyl-L-homocysteine hydrolase were investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.029

文献信息

• 5‘-Amino-5‘-deoxy-5‘-noraristeromycin
  作者：Vishnumurthy R. Hegde、Katherine L. Seley、Stewart W. Schneller、Thomas J. J. Elder

  DOI：10.1021/jo972078c

  日期：1998.10.1
• Synthesis of 4′-modified noraristeromycins to clarify the effect of the 4′-hydroxyl groups for inhibitory activity against S-adenosyl-l-homocysteine hydrolase
  作者：Takayuki Ando、Kenji Kojima、Praveen Chahota、Atsushi Kozaki、Nikalje D. Milind、Yukio Kitade

  DOI：10.1016/j.bmcl.2008.03.029

  日期：2008.4

  4'-Modified noraristeromycin (NAM) analogs, 4'-sulfo-, 4'-sulfamoy, 4'-azido and 4'-amino-NAM, were systematically synthesized. The inhibitory activities of these analogs and related compounds against Plasmodium falciparum and human S-adenosyl-L-homocysteine hydrolase were investigated. (c) 2008 Elsevier Ltd. All rights reserved.