2,6-bis(hydroxylamino)purine riboside | 16033-28-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2,6-bis(hydroxylamino)purine riboside
• 英文别名: 2,6-Dihydroxylamino-9-β-D-ribofuranosyl-purin；1-(2,6-bis-hydroxyamino-purin-9-yl)-β-D-1-deoxy-ribofuranose；Xanthosine, dioxime；(2R,3R,4S,5R)-2-[2,6-bis(hydroxyamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 16033-28-6
• 化学式: C₁₀H₁₄N₆O₆
• 分子量: 314.258
• InChiKey: SHMRWYRHOVJFOZ-UUOKFMHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  178
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2,6-二氢-9-(2’,3’,5’-三-O-乙酰基-beta-D-呋喃核糖基)嘌呤 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 、 对甲苯磺酰氯 、 盐酸羟胺 作用下， 以 1,2-二氯乙烷 、 1,4-二氧六环 、 水 为溶剂， 反应 121.0h， 以31%的产率得到2,6-bis(hydroxylamino)purine riboside
  参考文献：
  名称：

  The synthesis of N 2,N 6-substituted diaminopurine ribosides

  摘要：

  A series of new 2,6-substituted diaminopurine riboside derivatives were synthesized by activation of protected xantosine with sulfonyl chlorides followed by treatment with various amines. The relationship between the reactivity of intermediates and the nature of the activating agents was studied.

  DOI：

  10.1134/s1068162007060052

文献信息

• The synthesis of N 2,N 6-substituted diaminopurine ribosides
  作者：N. A. Golubeva、A. V. Shipitsyn

  DOI：10.1134/s1068162007060052

  日期：2007.11

  A series of new 2,6-substituted diaminopurine riboside derivatives were synthesized by activation of protected xantosine with sulfonyl chlorides followed by treatment with various amines. The relationship between the reactivity of intermediates and the nature of the activating agents was studied.