(1R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopent-2-ene | 214216-17-8

• 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: (1R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopent-2-ene
• 英文别名: 9-[(1R,4S)-4-azidocyclopent-2-en-1-yl]purin-6-amine
• CAS: 214216-17-8
• 化学式: C₁₀H₁₀N₈
• 分子量: 242.243
• InChiKey: HWOTVHGVVDMFGP-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (1R,4S)-4-acetoxy-1-(9-adenyl)cyclopent-2-ene 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 1,3-双(二苯基膦)丙烷 、 sodium azide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 22.5h， 生成 (1R,4S)-4-azido-1-(6-amino-9H-purin-9-yl)cyclopent-2-ene
  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.