1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone | 1029931-12-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone
• CAS: 1029931-12-1
• 化学式: C₃₄H₃₅NO₁₀S
• 分子量: 649.719
• InChiKey: BRPAHMJZWGMQKU-ITHRCTNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  46.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  139.59
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 9.0h， 以98%的产率得到1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone
  参考文献：
  名称：

  Recognition of T·A interruption by 2′,4′-BNAs bearing heteroaromatic nucleobases through parallel motif triplex formation

  摘要：

  2'-O,4'-C-methylene bridged nucleic acid (2',4'-BNA) monomers bearing novel unnatural nucleobases, 4-(3-benzamidophenyl)-2-pyridone and 2-(N-methylbenzamido)thiazole, were synthesized and successfully incorporated into oligonucleotides. UV melting experiments showed that the corresponding oligonucleotide derivatives formed stable triplexes with dsDNA targets even in the presence of a T center dot A interruption. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.043
• 作为产物：
  描述：

  1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-(p-toluenesulphonyloxymethyl)-α-D-ribofuranose 、 2,4-二羟基吡啶 在 N,O-双三甲硅基乙酰胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.5h， 以96%的产率得到1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone
  参考文献：
  名称：

  Recognition of T·A interruption by 2′,4′-BNAs bearing heteroaromatic nucleobases through parallel motif triplex formation

  摘要：

  2'-O,4'-C-methylene bridged nucleic acid (2',4'-BNA) monomers bearing novel unnatural nucleobases, 4-(3-benzamidophenyl)-2-pyridone and 2-(N-methylbenzamido)thiazole, were synthesized and successfully incorporated into oligonucleotides. UV melting experiments showed that the corresponding oligonucleotide derivatives formed stable triplexes with dsDNA targets even in the presence of a T center dot A interruption. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.043