N-苯甲酰基-5'-O-[二(4-甲氧基苯基)(苯基)甲基]-2'-脱氧鸟苷 | 109464-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: N-苯甲酰基-5'-O-[二(4-甲氧基苯基)(苯基)甲基]-2'-脱氧鸟苷
• 中文别名: N2-苯甲酰基-2'-脱氧-5'-O-DMT-鸟苷
• 英文名称: N-(9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-benzamide
• 英文别名: N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-6-oxo-3H-purin-2-yl]benzamide；N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]benzamide
• CAS: 109464-23-5
• 化学式: C₃₈H₃₅N₅O₇
• 分子量: 673.725
• InChiKey: UCUYPNDIDSPRHU-DCMFLLSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  50
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-苯甲酰基-5'-O-[二(4-甲氧基苯基)(苯基)甲基]-2'-脱氧鸟苷 在 水 、 sodium ethanolate 作用下， 以 吡啶 、 乙醇 、 三乙胺 为溶剂， 反应 5.0h， 生成 5’-O-dimethoxytrityl-N²-phenoxyacetyl-2’-deoxyguanosine
  参考文献：
  名称：

  Synthesis of Oligodeoxyribonucleoside Methylphosphonates Containing 2-Aminopurine

  摘要：

  Oligodeoxyribonucleoside methylphosphonates containing multiple 2-aminopurine bases were synthesized by solid-phase phosphonamidite chemistry for investigating their triple helix formation with natural DNA or other duplex targets and for cellular uptake studies of the methylphosphonate oligomers. The base-labile phenoxyacetyl group was used as the N-2-amino protecting group for 2-aminopurine, allowing the final deprotection of the oligomers to be performed under the standard ethylenediamine condition.

  DOI：

  10.1080/07328319608002463
• 作为产物：
  描述：

  2'-脱氧鸟苷 、 alkaline earth salt of/the/ methylsulfuric acid 生成 N-苯甲酰基-5'-O-[二(4-甲氧基苯基)(苯基)甲基]-2'-脱氧鸟苷
  参考文献：
  名称：

  Synthesis of Oligodeoxyribonucleoside Methylphosphonates Containing 2-Aminopurine

  摘要：

  Oligodeoxyribonucleoside methylphosphonates containing multiple 2-aminopurine bases were synthesized by solid-phase phosphonamidite chemistry for investigating their triple helix formation with natural DNA or other duplex targets and for cellular uptake studies of the methylphosphonate oligomers. The base-labile phenoxyacetyl group was used as the N-2-amino protecting group for 2-aminopurine, allowing the final deprotection of the oligomers to be performed under the standard ethylenediamine condition.

  DOI：

  10.1080/07328319608002463

文献信息

• Ueda, Souichi; Takaku, Hiroshi, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 4, p. 1650 - 1653
  作者：Ueda, Souichi、Takaku, Hiroshi

  DOI：——

  日期：——
• Kwiatkowski, Marek; Nilsson, Mats; Landegren, Ulf, Collection of Czechoslovak Chemical Communications, 1996, vol. 61, p. S307 - S310
  作者：Kwiatkowski, Marek、Nilsson, Mats、Landegren, Ulf

  DOI：——

  日期：——
• Hydroquinone-O,O′-diacetic acid as a more labile replacement for succinic acid linkers in solid-phase oligonucleotide synthesis
  作者：Richard T. Pon、Shuyuan Yu

  DOI：10.1016/s0040-4039(97)00619-9

  日期：1997.5

  Hydroquinone-O,O'-diacetic acid (QDA) can be used to link nucleosides to CPG or polystyrene supports instead of succinic acid. Cleavage of oligodeoxy- or oligoribonucleotides, using ammonium hydroxide, requires only two to five minutes. The QDA linker is stable, easily prepared and does not require any other changes to the reagents, methods, or instrumentation used in automated solid-phase oligonucleotide synthesis. (C) 1997 Elsevier Science Ltd.
• Synthesis of Oligodeoxyribonucleoside Methylphosphonates Containing 2-Aminopurine
  作者：Yuanzhong Zhou、Paul O P. Ts'o

  DOI：10.1080/07328319608002463

  日期：1996.10

  Oligodeoxyribonucleoside methylphosphonates containing multiple 2-aminopurine bases were synthesized by solid-phase phosphonamidite chemistry for investigating their triple helix formation with natural DNA or other duplex targets and for cellular uptake studies of the methylphosphonate oligomers. The base-labile phenoxyacetyl group was used as the N-2-amino protecting group for 2-aminopurine, allowing the final deprotection of the oligomers to be performed under the standard ethylenediamine condition.