4-amino-2-(2-O-methyl-β-D-ribofuranosyl)-2H-pyrazolo[3,4-d]pyrimidine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-amino-2-(2-O-methyl-β-D-ribofuranosyl)-2H-pyrazolo[3,4-d]pyrimidine
• 英文别名: (2R,3R,4R,5R)-5-(4-aminopyrazolo[3,4-d]pyrimidin-2-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol
• 化学式: C₁₁H₁₅N₅O₄
• 分子量: 281.271
• InChiKey: AJBNLAHMNVRMLB-KCGFPETGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氨基吡唑并[3,4-d]嘧啶 在 三氟化硼乙醚 、 氨 作用下， 以 四氢呋喃 、 硝基苯 为溶剂， 生成 4-amino-2-(2-O-methyl-β-D-ribofuranosyl)-2H-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  N⁸-(2′-O-Methylribofuranosyl)-8-aza-7-deazaadenine monohydrate

  摘要：

  In the title compound, 4-amino-2-(2-O-methyl-beta-D-ribofuranosyl)-2H- pyrazolo[3,4-d] pyrimidine monohydrate, C11H15N5O4 center dot H2O, the conformation of the N-glycosylic bond is syn [chi = 20.1 (2) degrees]. The ribofuranose moiety shows a C3'-endo (T-3(2)) sugar puckering (N-type sugar), and the conformation at the exocyclic C4' - C5' bond is -ap ( trans). The nucleobases are stacked head-to-head. The three-dimensional packing of the crystal structure is stabilized by hydrogen bonds between the 2'-O-methylribonucleosides and the solvent molecules.

  DOI：

  10.1107/s0108270105041983

文献信息

• <i>N</i>⁸-(2′-<i>O</i>-Methylribofuranosyl)-8-aza-7-deazaadenine monohydrate
  作者：Xiaomei Zhang、Simone Budow、Peter Leonard、Henning Eickmeier、Frank Seela

  DOI：10.1107/s0108270105041983

  日期：2006.2.15

  In the title compound, 4-amino-2-(2-O-methyl-beta-D-ribofuranosyl)-2H- pyrazolo[3,4-d] pyrimidine monohydrate, C11H15N5O4 center dot H2O, the conformation of the N-glycosylic bond is syn [chi = 20.1 (2) degrees]. The ribofuranose moiety shows a C3'-endo (T-3(2)) sugar puckering (N-type sugar), and the conformation at the exocyclic C4' - C5' bond is -ap ( trans). The nucleobases are stacked head-to-head. The three-dimensional packing of the crystal structure is stabilized by hydrogen bonds between the 2'-O-methylribonucleosides and the solvent molecules.