2-isobutyramido-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-8-[2'-(4''-amino-1''-[2''',3''',5'''tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-2''-oxopyrimidin-5''-yl)vinyl]purin-6-one | 583049-29-0

• 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: 2-isobutyramido-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-8-[2'-(4''-amino-1''-[2''',3''',5'''tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-2''-oxopyrimidin-5''-yl)vinyl]purin-6-one
• 英文别名: N-[8-[(E)-2-[4-amino-1-[(2R,3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxopyrimidin-5-yl]ethenyl]-9-[(2R,3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• CAS: 583049-29-0
• 化学式: C₆₁H₁₁₆N₈O₁₁Si₆
• 分子量: 1306.15
• InChiKey: JEBWNTJBUALZES-VCSVVJTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.42
• 重原子数：
  86
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  221
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-isobutyramido-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-8-[2'-(4''-amino-1''-[2''',3''',5'''tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-2''-oxopyrimidin-5''-yl)vinyl]purin-6-one 在 氨 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以62%的产率得到2-amino-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-8-[2'-(4''-amino-1''-[2''',3''',5'''tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-2''-oxopyrimidin-5''-yl)vinyl]purin-6-one
  参考文献：
  名称：

  Novel Guanosine−Cytidine Dinucleoside that Self-Assembles into a Trimeric Supramolecule

  摘要：

  [GRAPHICS]Synthesis and assembly studies of a guanosine-cytidine dinucleoside 1 that self-assembles into a trimeric supramolecule (1) are presented. Dinucleoside 1 was obtained by utilizing two consecutive palladium-catalyzed cross-coupling reactions. Ensemble I was analyzed by ESI-MS, NMR spectroscoples, size exclusion chromatography (SEC), and vapor pressure osmometry (VPO).

  DOI：

  10.1021/ol034765y
• 作为产物：
  描述：

  N-[9-[(2R,3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-8-bromo-6-oxo-1H-purin-2-yl]-2-methylpropanamide 在 四(三苯基膦)钯 、 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 2-isobutyramido-9-[2',3',5'-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-8-[2'-(4''-amino-1''-[2''',3''',5'''tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosidyl]-2''-oxopyrimidin-5''-yl)vinyl]purin-6-one
  参考文献：
  名称：

  Novel Guanosine−Cytidine Dinucleoside that Self-Assembles into a Trimeric Supramolecule

  摘要：

  [GRAPHICS]Synthesis and assembly studies of a guanosine-cytidine dinucleoside 1 that self-assembles into a trimeric supramolecule (1) are presented. Dinucleoside 1 was obtained by utilizing two consecutive palladium-catalyzed cross-coupling reactions. Ensemble I was analyzed by ESI-MS, NMR spectroscoples, size exclusion chromatography (SEC), and vapor pressure osmometry (VPO).

  DOI：

  10.1021/ol034765y

文献信息

• Novel Guanosine−Cytidine Dinucleoside that Self-Assembles into a Trimeric Supramolecule
  作者：Jonathan L. Sessler、Janarthanan Jayawickramarajah、Muhunthan Sathiosatham、Courtney L. Sherman、Jennifer S. Brodbelt

  DOI：10.1021/ol034765y

  日期：2003.7.1

  [GRAPHICS]Synthesis and assembly studies of a guanosine-cytidine dinucleoside 1 that self-assembles into a trimeric supramolecule (1) are presented. Dinucleoside 1 was obtained by utilizing two consecutive palladium-catalyzed cross-coupling reactions. Ensemble I was analyzed by ESI-MS, NMR spectroscoples, size exclusion chromatography (SEC), and vapor pressure osmometry (VPO).