[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-[(1R)-1-azido-1-[hydroxy(phosphonooxy)phosphoryl]ethyl]phosphinic acid | 1309961-25-8

• 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: [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-[(1R)-1-azido-1-[hydroxy(phosphonooxy)phosphoryl]ethyl]phosphinic acid
• CAS: 1309961-25-8
• 化学式: C₁₂H₁₉N₈O₁₁P₃
• 分子量: 544.251
• InChiKey: WNSGPEKUTRGUKI-HIHLCYOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  264
• 氢给体数：
  6
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  9-{5-O-[(4-甲基苯基)磺酰基]呋喃戊糖基}-9H-嘌呤-6-胺 在 pyruvate kinase 、 nucleoside diphosphate kinase 、 磷烯醇丙酮酸 、 5’-三磷酸腺苷 作用下， 以 水 、 乙腈 为溶剂， 生成 [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-[(1R)-1-azido-1-[hydroxy(phosphonooxy)phosphoryl]ethyl]phosphinic acid
  参考文献：
  名称：

  α-Azido Bisphosphonates: Synthesis and Nucleotide Analogues

  摘要：

  The first examples of alpha-azido bisphosphonates [(RO)(2) P(O)](2)CXN3 (1, R = i-Pr, X = Me; 2, R = i-Pr, X = H; 3, R = H, X = Me; 4, R = H, X = H) and corresponding beta,gamma-CXN3 dGTP (5-6) and alpha/beta-CXN3 dATP (7-8) analogues are described. The individual diastereomers of 7 (7a/b) were obtained by HPLC separation of the dADP synthetic precursor (14a/b).

  DOI：

  10.1021/jo200045a

文献信息

• α-Azido Bisphosphonates: Synthesis and Nucleotide Analogues
  作者：Brian T. Chamberlain、Thomas G. Upton、Boris A. Kashemirov、Charles E. McKenna

  DOI：10.1021/jo200045a

  日期：2011.6.17

  The first examples of alpha-azido bisphosphonates [(RO)(2) P(O)](2)CXN3 (1, R = i-Pr, X = Me; 2, R = i-Pr, X = H; 3, R = H, X = Me; 4, R = H, X = H) and corresponding beta,gamma-CXN3 dGTP (5-6) and alpha/beta-CXN3 dATP (7-8) analogues are described. The individual diastereomers of 7 (7a/b) were obtained by HPLC separation of the dADP synthetic precursor (14a/b).