Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-methoxy-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester | 160343-16-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-methoxy-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester
• CAS: 160343-16-8
• 化学式: C₃₇H₃₇N₁₀O₁₁P
• 分子量: 828.735
• InChiKey: YXJZKGHHGJCOOV-RUUIHODASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  59.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  255.15
• 氢给体数：
  3.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-methoxy-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester 在 四氮唑 、 甲醇 、 氨 、 碘 、 苯硫酚 作用下， 反应 4.03h， 生成 5'-(4-nitrophenethyl)-phosphoryl-thymidyl-(3',5')-thymidine disodium salt
  参考文献：
  名称：

  Rapid and Efficient Syntheses of Phosphorylated Dinucleotides

  摘要：

  Nine or ten-step solution phase syntheses of the dimers dpApA, dApAp, dpTpT and dTpTp in 0.1-0.5 g amounts, in overall yields of 49%, 45%, 32%, and 20% respectively, are described. The synthetic intermediates were characterized by H-1 and P-31 NMR and the structures of the final products were established by hydrolysis with alkaline phosphatase and comparison of the products with authentic samples.

  DOI：

  10.1080/15257779408011881
• 作为产物：
  描述：

  3'-O-acetyl-N-benzoyl-2'-deoxyadenosine 在 四氮唑 、 二氯乙酸 、 碘 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-methoxy-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Rapid and Efficient Syntheses of Phosphorylated Dinucleotides

  摘要：

  Nine or ten-step solution phase syntheses of the dimers dpApA, dApAp, dpTpT and dTpTp in 0.1-0.5 g amounts, in overall yields of 49%, 45%, 32%, and 20% respectively, are described. The synthetic intermediates were characterized by H-1 and P-31 NMR and the structures of the final products were established by hydrolysis with alkaline phosphatase and comparison of the products with authentic samples.

  DOI：

  10.1080/15257779408011881