(2R,3S,5R)-5-(2-benzamido-8-methoxy-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((benzoyloxy)methyl)tetrahydrofuran-3-yl benzoate | 175294-38-9

• 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: (2R,3S,5R)-5-(2-benzamido-8-methoxy-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((benzoyloxy)methyl)tetrahydrofuran-3-yl benzoate
• CAS: 175294-38-9
• 化学式: C₃₂H₂₇N₅O₈
• 分子量: 609.595
• InChiKey: JRDPVUFRLCHFQD-RBZQAINGSA-N

物化性质

• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  45.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  163.73
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-5-(2-benzamido-8-methoxy-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((benzoyloxy)methyl)tetrahydrofuran-3-yl benzoate 在 苯硫酚 、 三乙胺 、 N,N-二异丙基乙胺 、 silver(l) oxide 、 肼 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (2R,3S,5R)-5-(2-benzamido-8-oxo-7,8-dihydro-9H-purin-9-yl)-2-((benzoyloxy)methyl)tetrahydrofuran-3-yl benzoate
  参考文献：
  名称：

  Synthesis and incorporation into DNA fragments of the artificial nucleobase, 2-amino-8-oxopurine

  摘要：

  The nucleoside 2-amino-9-(2-deoxy-beta-D-ribofuranosyl)-7,8-dihydro-8-oxo-purine (dJ) was obtained in eight steps from 2'-deoxyguanosine. The appropriate protected phosphoramidite was synthesized and incorporated into DNA oligonucleotides. The thermal stability of heteroduplexes containing 2-amino-8-oxopurine (J) was investigated by UV-thermal denaturation experiments. The results obtained can be interpreted by the base pairing schemes involving the two edges of dJ depending on the anti and syn orientations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.021
• 作为产物：
  描述：

  8-溴-2'-脱氧鸟苷 在 吡啶 作用下， 以 甲醇 为溶剂， 反应 73.0h， 生成 (2R,3S,5R)-5-(2-benzamido-8-methoxy-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((benzoyloxy)methyl)tetrahydrofuran-3-yl benzoate
  参考文献：
  名称：

  Synthesis and incorporation into DNA fragments of the artificial nucleobase, 2-amino-8-oxopurine

  摘要：

  The nucleoside 2-amino-9-(2-deoxy-beta-D-ribofuranosyl)-7,8-dihydro-8-oxo-purine (dJ) was obtained in eight steps from 2'-deoxyguanosine. The appropriate protected phosphoramidite was synthesized and incorporated into DNA oligonucleotides. The thermal stability of heteroduplexes containing 2-amino-8-oxopurine (J) was investigated by UV-thermal denaturation experiments. The results obtained can be interpreted by the base pairing schemes involving the two edges of dJ depending on the anti and syn orientations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.021