D-ribonic acid 4,6-diamino-pyrimidin-5-ylamide | 53130-81-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: D-ribonic acid 4,6-diamino-pyrimidin-5-ylamide
• 英文别名: D-ribonic acid 4,6-diamino-pyrimidin-5-ylamide
• CAS: 53130-81-7
• 化学式: C₉H₁₅N₅O₅
• 分子量: 273.249
• InChiKey: FNAPMWXGQJUMQW-UYFOZJQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.35
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  187.84
• 氢给体数：
  7.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  4,5,6-三氨基嘧啶 、 D-(+)-核糖酸-1,4-内酯 在 盐酸 作用下， 以 水 为溶剂， 反应 2.5h， 以22%的产率得到D-ribonic acid 4,6-diamino-pyrimidin-5-ylamide
  参考文献：
  名称：

  Synthesis of 4,6-diamino-5-(polyhydroxyalkylamido)pyrimidines: conformation of the sugar chain

  摘要：

  Condensation of 4,5,6-triaminopyrimidine with ethyl glycolate, D-ribono-1,4-lactone, D-allono-1,4-lactone, D-glucono-1,5-lactone, and L-gulono-1,4-lactone led to the corresponding 4,6-diamino-5-(hydroxyalkylamido)pyrimidines (1a-e). The conformations in acidic aqueous solution of these acyclic carbohydrate derivatives were determined from the proton-proton NMR coupling constants at 300 MHz. The polyhydroxyalkyl chain of compounds 1b-e adopt sickle conformations in order to avoid the 1,3-parallel interactions between hydroxyl groups present in the planar zigzag conformer. Cyclization of 4,6-diamino-5-(hydroxyacetamido)pyrimidine (1a) afforded 8-(hydroxymethyl)adenine (2a), which was acetylated to give 2f. The C-13 NMR spectra of compounds 1a-e and 2a and f are also reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00078-0