N'-[9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-(8-ethynyl-anthracen-1-ylethynyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine | 209255-05-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: N'-[9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-(8-ethynyl-anthracen-1-ylethynyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine
• CAS: 209255-05-0
• 化学式: C₄₉H₆₈N₆O₅Si₃
• 分子量: 905.373
• InChiKey: COHPJMCZBJGMFS-BKDBLBQYSA-N

物化性质

• 密度：
  1.092±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.73
• 重原子数：
  63.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  116.09
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2',3',5'-tris-O-[tert-butyl(dimethyl)silyl]-5-iodocytidine 、 N'-[9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-(8-ethynyl-anthracen-1-ylethynyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 以71%的产率得到1-[4-amino-5-ethynyl-1-(2',3',5'-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)pyrimidin-4-one]-8-[N²-(N',N'-dimethylformamide)-8-ethynyl-9-(2',3',5'-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)purin-6-one]anthracene
  参考文献：
  名称：

  Design, Synthesis, and Self-Assembly of “Artificial Dinucleotide Duplexes”

  摘要：

  The synthesis of the A-U and G-C functionalized systems 1, 2, 3, and 4 has been accomplished using palladium-mediated cross-coupling reactions. These systems undergo self-association in nonpolar solvents such as CDCl3 as judged from FABMS and NMR spectroscopic analyses.

  DOI：

  10.1021/jo980194p
• 作为产物：
  描述：

  tri-tert-butyldimethylsilyl 8-bromoguanine 在 四(三苯基膦)钯 三正丁基甲氧基锡 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 18.0h， 生成 N'-[9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-(8-ethynyl-anthracen-1-ylethynyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine
  参考文献：
  名称：

  Design, Synthesis, and Self-Assembly of “Artificial Dinucleotide Duplexes”

  摘要：

  The synthesis of the A-U and G-C functionalized systems 1, 2, 3, and 4 has been accomplished using palladium-mediated cross-coupling reactions. These systems undergo self-association in nonpolar solvents such as CDCl3 as judged from FABMS and NMR spectroscopic analyses.

  DOI：

  10.1021/jo980194p