7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3-methyl-2-methylamino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile | 191924-05-7

• 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: 7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3-methyl-2-methylamino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• CAS: 191924-05-7
• 化学式: C₁₄H₁₇N₅O₅
• 分子量: 335.319
• InChiKey: JHTPXYYAJGMDGF-QYVSTXNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.74
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  145.56
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3-methyl-2-methylamino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile 在 palladium on activated charcoal 氨 、 氢气 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以43%的产率得到
  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 、 potassium fluoride 、 sodium nitrite 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 53.0h， 生成 7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3-methyl-2-methylamino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
  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