9-<2-deoxy-(3,5-di-O-p-toluoyl)-β-D-erythro-pentofuranosyl>-2,6,8-trichloropurine | 170872-33-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 9-<2-deoxy-(3,5-di-O-p-toluoyl)-β-D-erythro-pentofuranosyl>-2,6,8-trichloropurine
• 英文别名: 9-[2-deoxy-(3,5-di-O-p-toluoyl)-β-D-erythro-pentofuranosyl]-2,6,8-trichloropurine；[(2R,3S,5R)-3-(4-methylbenzoyl)oxy-5-(2,6,8-trichloropurin-9-yl)oxolan-2-yl]methyl 4-methylbenzoate
• CAS: 170872-33-0
• 化学式: C₂₆H₂₁Cl₃N₄O₅
• 分子量: 575.836
• InChiKey: YOABKJQXDIXSFO-IPMKNSEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  9-<2-deoxy-(3,5-di-O-p-toluoyl)-β-D-erythro-pentofuranosyl>-2,6,8-trichloropurine 在 氨 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以61%的产率得到8-amino-9-<2-deoxy-β-D-erythro-pentofuranosyl>-2,6-dichloropurine
  参考文献：
  名称：

  2-Chloro-2′-deoxyadenosine: Synthesis and Antileukemic Activity of 8-Substituted Derivatives

  摘要：

  A series of 8-substituted 2-chloro-2'-deoxyadenosine (2-CdA, 1) derivatives were prepared as potential anticancer agents. They were synthesized stereoselectively by the anion displacement reactions on 8-bromo-2-chloro-2'-deoxyadenosine (3). Within the 8-substituted CdA derivatives the 8-thioxo compound 11 was cytotoxic to several leukemia cell lines.

  DOI：

  10.1080/15257779508010700
• 作为产物：
  描述：

  1-Α-氯-3,5-二-O-对甲苯甲酰基-2-脱氧-D-呋喃核糖 、 2,6,8-三氯嘌呤 在 sodium hydride 作用下， 以 乙腈 、 paraffin 为溶剂， 反应 0.33h， 以56%的产率得到9-<2-deoxy-(3,5-di-O-p-toluoyl)-β-D-erythro-pentofuranosyl>-2,6,8-trichloropurine
  参考文献：
  名称：

  2-Chloro-2′-deoxyadenosine: Synthesis and Antileukemic Activity of 8-Substituted Derivatives

  摘要：

  A series of 8-substituted 2-chloro-2'-deoxyadenosine (2-CdA, 1) derivatives were prepared as potential anticancer agents. They were synthesized stereoselectively by the anion displacement reactions on 8-bromo-2-chloro-2'-deoxyadenosine (3). Within the 8-substituted CdA derivatives the 8-thioxo compound 11 was cytotoxic to several leukemia cell lines.

  DOI：

  10.1080/15257779508010700