[(1R,2R,4R,5R)-2-[2-(丁酰基氨基)-6-氧代-3H-嘌呤-9-基]-7-羟基-7-氧代-3,6,8-三氧杂-7-磷杂双环[3.3.0]辛烷-4-基]甲基丁酸酯 | 32266-35-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 中文名称: [(1R,2R,4R,5R)-2-[2-(丁酰基氨基)-6-氧代-3H-嘌呤-9-基]-7-羟基-7-氧代-3,6,8-三氧杂-7-磷杂双环[3.3.0]辛烷-4-基]甲基丁酸酯
• 英文名称: dibutyryl guanosine 3',5'-cyclic monophosphate
• 英文别名: dibutyryl cyclic GMP；N²,2'-O-dibutyryl guanosine 3',5'-cyclic monophosphate；dibutyryl-cGMP；[(4Ar,6R,7R,7aR)-6-[2-(butanoylamino)-6-oxo-1H-purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate；[(4aR,6R,7R,7aR)-6-[2-(butanoylamino)-6-oxo-1H-purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
• CAS: 32266-35-6
• 化学式: C₁₈H₂₄N₅O₉P
• 分子量: 485.39
• InChiKey: SWTMOFFYOXKQNN-KRQFVHPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  180
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  丁酸酐 、 cyclic guanosine 3',5'-monophosphate 在 四丁基氢氧化铵 作用下， 以 吡啶 为溶剂， 反应 6.0h， 生成 [(1R,2R,4R,5R)-2-[2-(丁酰基氨基)-6-氧代-3H-嘌呤-9-基]-7-羟基-7-氧代-3,6,8-三氧杂-7-磷杂双环[3.3.0]辛烷-4-基]甲基丁酸酯
  参考文献：
  名称：

  Identification of butyryl derivatives of cyclic nucleotides by positive ion fast atom bombardment mass spectrometry and mass-analysed ion kinetic energy spectrometry

  摘要：

  AbstractThe syntheses of the dibutyryl derivatives of the 3′,5′‐cyclic monophosphates of adenosine, guanosine and cytidine are described. The fast atom bombardment mass spectra of these compounds are discussed, together with the mass‐analysed ion kinetic energy spectra of their protonated molecular ions and of diagnostic fragments. A protocol for the identification of the derivatives is reported which includes criteria for confirming retention of the cyclic phosphodiester moiety, substitution of both heterocyclic base and ribose ring, and butyrylation of the 2′‐O‐position. The origins of significant fragments in the spectra are discussed.

  DOI：

  10.1002/oms.1210240827