7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-8-chloro-3-methylxanthine | 215647-98-6

• 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: 7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-8-chloro-3-methylxanthine
• 英文别名: [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(8-chloro-3-methyl-2,6-dioxopurin-7-yl)oxolan-2-yl]methyl acetate
• CAS: 215647-98-6
• 化学式: C₁₇H₁₉ClN₄O₉
• 分子量: 458.812
• InChiKey: LOQBOZDPAVBVNG-SDBHATRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  160.81
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  乙胺 、 7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-8-chloro-3-methylxanthine 生成
  参考文献：
  名称：

  Synthesis of Derivatives of 3-Methylxantheve and 1-Methyl-3-Isobutylxanthine 7-β-D-Ribofuranosides

  摘要：

  Methods of synthesis of 7-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl)-8-chloro-3-methylxanthine (5a) and 1-methyl-3-isobutylxanthine (5b) were reported. Further nucleophilic displacement of chlorine has provided the corresponding 8-alkylamino and 8-benzylamino derivatives (6a,b-9a,b). Several 5'-acyl analogues of 3-methylxanthine-7-beta-D-ribofuranoside (15-18) were synthesized using 7-(2',3'-di-O-isopropylidene-beta-D-ribofuranosyl)-3-methylxanthine (10) as intermediate.

  DOI：

  10.1080/07328319808004737
• 作为产物：
  描述：

  [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(3-methyl-2,6-dioxopurin-7-yl)oxolan-2-yl]methyl acetate 在 N-氯代丁二酰亚胺 作用下， 以84%的产率得到7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-8-chloro-3-methylxanthine
  参考文献：
  名称：

  Synthesis of Derivatives of 3-Methylxantheve and 1-Methyl-3-Isobutylxanthine 7-β-D-Ribofuranosides

  摘要：

  Methods of synthesis of 7-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl)-8-chloro-3-methylxanthine (5a) and 1-methyl-3-isobutylxanthine (5b) were reported. Further nucleophilic displacement of chlorine has provided the corresponding 8-alkylamino and 8-benzylamino derivatives (6a,b-9a,b). Several 5'-acyl analogues of 3-methylxanthine-7-beta-D-ribofuranoside (15-18) were synthesized using 7-(2',3'-di-O-isopropylidene-beta-D-ribofuranosyl)-3-methylxanthine (10) as intermediate.

  DOI：

  10.1080/07328319808004737