N'-{9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-bromo-6-oxo-6,9-dihydro-1H-purin-2-yl}-N,N-dimethyl-formamidine | 209254-98-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 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-bromo-6-oxo-6,9-dihydro-1H-purin-2-yl}-N,N-dimethyl-formamidine
• CAS: 209254-98-8
• 化学式: C₃₁H₅₉BrN₆O₅Si₃
• 分子量: 760.007
• InChiKey: WWPSPFMGOLGZCL-HUBRGWSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 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：

  N'-{9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-bromo-6-oxo-6,9-dihydro-1H-purin-2-yl}-N,N-dimethyl-formamidine 、 4-Amino-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-(8-ethynyl-anthracen-1-ylethynyl)-1H-pyrimidin-2-one 在 四(三苯基膦)钯 三正丁基甲氧基锡 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以36%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：

  N,N-二甲基甲酰胺二甲基缩醛 、 tri-tert-butyldimethylsilyl 8-bromoguanine 以 四氢呋喃 为溶剂， 以84%的产率得到N'-{9-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-bromo-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

文献信息

• A New Base-Pairing Motif Based on Modified Guanosines
  作者：Jonathan L. Sessler、Ruizheng Wang

  DOI：10.1002/(sici)1521-3773(19980703)37:12<1726::aid-anie1726>3.0.co;2-x

  日期：1998.7.3

  Stable even in dimethyl sulfoxide, dimer I does not dissociate to monomers 1 in organic media. The unique base-pairing interaction involving four hydrogen bonds in the readily available compound 1 was characterized by NMR spectroscopy.