N1-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-ethane-1,2-diamine | 872419-10-8

• 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: N1-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-ethane-1,2-diamine
• 英文别名: N¹-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-ethane-1,2-diamine
• CAS: 872419-10-8
• 化学式: C₃₂H₅₃N₇O₆Si₂
• 分子量: 687.987
• InChiKey: YNWXZBZTFGMYLN-JIMJEQGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  47.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  161.71
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  N1-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-ethane-1,2-diamine 在 吡啶 、 氢氟酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 6-Dimethylamino-naphthalene-2-carboxylic acid (2-{9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-ylamino}-ethyl)-amide
  参考文献：
  名称：

  Monitoring of Microenvironmental Changes in the Major and Minor Grooves of DNA by Dan-Modified Oligonucleotides

  摘要：

  We describe the synthesis of new environmentally sensitive fluorescence probes to elucidate DNA structures. DNA oligonucleotides containing fluorophore dan (6-(dimethylamino)-2-acylnaphthalene)-modified dC or dG were able to monitor the microenvironmental changes in both the major and minor grooves of DNA with a B- to A-DNA conformational transition and RNA hybridization.

  DOI：

  10.1021/ol052473m
• 作为产物：
  描述：

  乙二胺 、 3′,5′-O-bis(tert-butyldimethylsilyl)-O⁶-(p-nitrophenylethyl)-2′-deoxy-2-fluoroguanosine 在 吡啶 作用下， 反应 1.0h， 以83%的产率得到N1-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-ethane-1,2-diamine
  参考文献：
  名称：

  Monitoring of Microenvironmental Changes in the Major and Minor Grooves of DNA by Dan-Modified Oligonucleotides

  摘要：

  We describe the synthesis of new environmentally sensitive fluorescence probes to elucidate DNA structures. DNA oligonucleotides containing fluorophore dan (6-(dimethylamino)-2-acylnaphthalene)-modified dC or dG were able to monitor the microenvironmental changes in both the major and minor grooves of DNA with a B- to A-DNA conformational transition and RNA hybridization.

  DOI：

  10.1021/ol052473m