1-benzoyloxy-3-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]benzene | 1021867-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-benzoyloxy-3-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]benzene
• CAS: 1021867-21-9
• 化学式: C₄₀H₃₆O₈
• 分子量: 644.721
• InChiKey: XFXVFKIYBSPFHQ-VPUNRQTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  48.0
• 可旋转键数：
  11.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  92.68
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-benzoyloxy-3-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]benzene 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以71%的产率得到1-benzoyloxy-3-{3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl}benzene
  参考文献：
  名称：

  Base-pair recognition ability of hydroxyphenyl nucleobases in parallel triplex DNA

  摘要：

  Oligonucleotides containing 2'-deoxyribonucleotides bearing hydroxyphenyl nucleobases or their 2',4'-BNA-modified analogs were synthesized, and the triplex-forming ability of their oligonucleotides with double-stranded DNA targets was evaluated by UV melting experiments. Results showed that 2'-deoxyribonucleotide bearing 2'-hydroxyphenyl nucleobase could be recognized by a dUA base pair while no affinity to a TA base pair was observed. The,4'-BNA modification led to a further increase in the binding affinity to a dUA base pair. The,4'-BNA bearing 3-hydroxyphenyl nucleobase showed moderate binding affinity to a TA base pair, but without selectivity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.107
• 作为产物：
  描述：

  1-benzoyloxy-3-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)benzene 在 吡啶 、 Pd(OH)2/C, 20% 、 环己烯 作用下， 以 乙醇 为溶剂， 反应 13.0h， 生成 1-benzoyloxy-3-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]benzene
  参考文献：
  名称：

  Base-pair recognition ability of hydroxyphenyl nucleobases in parallel triplex DNA

  摘要：

  Oligonucleotides containing 2'-deoxyribonucleotides bearing hydroxyphenyl nucleobases or their 2',4'-BNA-modified analogs were synthesized, and the triplex-forming ability of their oligonucleotides with double-stranded DNA targets was evaluated by UV melting experiments. Results showed that 2'-deoxyribonucleotide bearing 2'-hydroxyphenyl nucleobase could be recognized by a dUA base pair while no affinity to a TA base pair was observed. The,4'-BNA modification led to a further increase in the binding affinity to a dUA base pair. The,4'-BNA bearing 3-hydroxyphenyl nucleobase showed moderate binding affinity to a TA base pair, but without selectivity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.107