Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-{6-[3-(3-phenyl-ureido)-propyl]-purin-9-yl}-tetrahydro-furan-3-yl ester | 216080-71-6

• 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: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-{6-[3-(3-phenyl-ureido)-propyl]-purin-9-yl}-tetrahydro-furan-3-yl ester
• CAS: 216080-71-6
• 化学式: C₂₄H₂₈N₆O₆
• 分子量: 496.523
• InChiKey: LGNQVGVOATUTEP-PWRODBHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  146.56
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-{6-[3-(3-phenyl-ureido)-propyl]-purin-9-yl}-tetrahydro-furan-3-yl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以72%的产率得到1-{3-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-propyl}-3-phenyl-urea
  参考文献：
  名称：

  Synthesis of Amide Linked Nucleosides at the 6 Position of Deoxy Inosine and Their application to DNA synthesis, Hybridization Studies.

  摘要：

  Synthesis of amide linked nucleosides at the 6 position of the purine base to recognize " G:C " base pair in a DNA duplex is described. Here we describe the synthesis of amide linked nucleosides containing heteroatoms N, O and C and their application to DNA synthesis and hybridization studies.

  DOI：

  10.1080/07328319808004751
• 作为产物：
  描述：

  在 四(三苯基膦)钯 、 sodium azide 、 三乙基硼 、 碘苯二乙酸 、 三正丁基氢锡 、 lithium chloride 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-{6-[3-(3-phenyl-ureido)-propyl]-purin-9-yl}-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of Amide Linked Nucleosides at the 6 Position of Deoxy Inosine and Their application to DNA synthesis, Hybridization Studies.

  摘要：

  Synthesis of amide linked nucleosides at the 6 position of the purine base to recognize " G:C " base pair in a DNA duplex is described. Here we describe the synthesis of amide linked nucleosides containing heteroatoms N, O and C and their application to DNA synthesis and hybridization studies.

  DOI：

  10.1080/07328319808004751