[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2-chloro-5-cyano-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-7-yl)oxolan-2-yl]methyl acetate | 148495-03-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 吡咯并嘧啶核苷和核苷酸
• 英文名称: [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2-chloro-5-cyano-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-7-yl)oxolan-2-yl]methyl acetate
• CAS: 148495-03-8
• 化学式: C₁₈H₁₇ClN₄O₈
• 分子量: 452.808
• InChiKey: GOZQJGSNFYJJAA-LSCFUAHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.57
• 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：
  0.44
• 拓扑面积：
  162.6
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2-chloro-5-cyano-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-7-yl)oxolan-2-yl]methyl acetate 在 potassium fluoride 、 ammonium hydroxide 、 双氧水 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 51.0h， 生成
  参考文献：
  名称：

  Synthesis of Pyrrolo[2,3-d]pyrimidines that are Structurally Related to Methylated Guanosines from tRNA and the Nucleoside Q Analogs, PreQ₀and PreQ₁

  摘要：

  The N-3- and N-2-methylated analogs of several 5-substituted 2-amino-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidin-4-ones were synthesized from 5-cyano-2,4-dichloro-7-(2,3,5-tri-(O>$) over bar under bar>-acetyl-beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (10) These compounds are analogs of nucleoside Q that are methylated in a manner similar to some of the naturally occurring methylated guanosines.

  DOI：

  10.1080/07328319708001355
• 作为产物：
  描述：

  5-cyano-2,4-dichloro-7-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine 在 二环己烷并-18-冠醚-6 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以71.1%的产率得到[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2-chloro-5-cyano-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-7-yl)oxolan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of Pyrrolo[2,3-d]pyrimidines that are Structurally Related to Methylated Guanosines from tRNA and the Nucleoside Q Analogs, PreQ₀and PreQ₁

  摘要：

  The N-3- and N-2-methylated analogs of several 5-substituted 2-amino-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidin-4-ones were synthesized from 5-cyano-2,4-dichloro-7-(2,3,5-tri-(O>$) over bar under bar>-acetyl-beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine (10) These compounds are analogs of nucleoside Q that are methylated in a manner similar to some of the naturally occurring methylated guanosines.

  DOI：

  10.1080/07328319708001355