1-O-methyl-2-O-(2-methoxyethyl)-3,5-di-O-benzoyl-α-D-ribofuranoside | 1251827-50-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-methyl-2-O-(2-methoxyethyl)-3,5-di-O-benzoyl-α-D-ribofuranoside
• CAS: 1251827-50-5
• 化学式: C₂₃H₂₆O₈
• 分子量: 430.455
• InChiKey: KGHVWOKILSLRRX-URFJDIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.47
• 重原子数：
  31.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  89.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-O-methyl-2-O-(2-methoxyethyl)-3,5-di-O-benzoyl-α-D-ribofuranoside 、 乙酸酐 在 硫酸 、 溶剂黄146 作用下， 反应 5.0h， 以85%的产率得到1-O-acetyl-2-O-(2-methoxyethyl)-3,5-di-O-benzoyl-D-ribofuranoside
  参考文献：
  名称：

  Synthesis and properties of triplex-forming oligonucleotides containing 2′-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine

  摘要：

  2'-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from D-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.005
• 作为产物：
  描述：

  苯甲酰氯 、 1-O-methyl-2-O-(2-methoxyethyl)-α-D-ribofuranoside 在 吡啶 作用下， 以13.5 g的产率得到1-O-methyl-2-O-(2-methoxyethyl)-3,5-di-O-benzoyl-α-D-ribofuranoside
  参考文献：
  名称：

  Synthesis and properties of triplex-forming oligonucleotides containing 2′-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine

  摘要：

  2'-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from D-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.005