{[(adenin-9-yl)acetyl]imino}diacetic acid dibenzyl ester | 918334-48-2

• 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: {[(adenin-9-yl)acetyl]imino}diacetic acid dibenzyl ester
• CAS: 918334-48-2
• 化学式: C₂₅H₂₄N₆O₅
• 分子量: 488.503
• InChiKey: JLYZBYAAXAYSQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  142.53
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  {[(adenin-9-yl)acetyl]imino}diacetic acid dibenzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-(2-{[2-(6-Amino-purin-9-yl)-acetyl]-[((S)-1,2-bis-tert-butoxycarbonyl-ethylcarbamoyl)-methyl]-amino}-acetylamino)-succinic acid di-tert-butyl ester
  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：

  dibenzyl iminodiacetate 在 sodium hydride 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 {[(adenin-9-yl)acetyl]imino}diacetic acid dibenzyl ester
  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