tert-butyl (N⁶-methyladenin-9-yl)acetate | 918334-35-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (N⁶-methyladenin-9-yl)acetate
• 英文别名: tert-Butyl [6-(methylamino)-9H-purin-9-yl]acetate；tert-butyl 2-[6-(methylamino)purin-9-yl]acetate
• CAS: 918334-35-7
• 化学式: C₁₂H₁₇N₅O₂
• 分子量: 263.299
• InChiKey: PERVFTARWKYZTR-UHFFFAOYSA-N

物化性质

• 沸点：
  438.3±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (N⁶-methyladenin-9-yl)acetate 在 三氟乙酸 作用下， 生成 2-[6-(甲基氨基)嘌呤-9-基]乙酸
  参考文献：
  名称：

  Synthesis of Potential Purinoceptor Antagonists: Application of P1-tBu Phosphazene Base for Alkylation of Adenine in Solution and on Solid Phase

  摘要：

  Alkylation of adenine in solution and on solid phase was accelerated by phosphazene base P1-tBu compared to mineral bases. The reactions in solution afforded regioselectively the appropriate N9-alkylated adenines with high preparative yields while the reaction with polystyrene resin-bound N-bromoacetylated peptides gave three regioisomers (alkylated at the N9, N7, and N3 position of adenine) in a 4:2:1 molar ratio. Ten novel nonphosphate nucleotide analogues were tested in an ADP-induced platelet aggregation assay.

  DOI：

  10.1080/15257770500446857
• 作为产物：
  描述：

  溴乙酸叔丁酯 、 6-甲基腺素 在 叔丁基亚氨基-三(二甲氨基)正膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以94%的产率得到tert-butyl (N⁶-methyladenin-9-yl)acetate
  参考文献：
  名称：

  Synthesis of Potential Purinoceptor Antagonists: Application of P1-tBu Phosphazene Base for Alkylation of Adenine in Solution and on Solid Phase

  摘要：

  Alkylation of adenine in solution and on solid phase was accelerated by phosphazene base P1-tBu compared to mineral bases. The reactions in solution afforded regioselectively the appropriate N9-alkylated adenines with high preparative yields while the reaction with polystyrene resin-bound N-bromoacetylated peptides gave three regioisomers (alkylated at the N9, N7, and N3 position of adenine) in a 4:2:1 molar ratio. Ten novel nonphosphate nucleotide analogues were tested in an ADP-induced platelet aggregation assay.

  DOI：

  10.1080/15257770500446857

文献信息

• Synthesis of Potential Purinoceptor Antagonists: Application of P1-tBu Phosphazene Base for Alkylation of Adenine in Solution and on Solid Phase
  作者：Erki Enkvist、Gerda Raidaru、Asko Uri、Roshni Patel、Catherine Redick、José L. Boyer、Juhan Subbi、Indrek Tammiste

  DOI：10.1080/15257770500446857

  日期：2006.1

  Alkylation of adenine in solution and on solid phase was accelerated by phosphazene base P1-tBu compared to mineral bases. The reactions in solution afforded regioselectively the appropriate N9-alkylated adenines with high preparative yields while the reaction with polystyrene resin-bound N-bromoacetylated peptides gave three regioisomers (alkylated at the N9, N7, and N3 position of adenine) in a 4:2:1 molar ratio. Ten novel nonphosphate nucleotide analogues were tested in an ADP-induced platelet aggregation assay.