Acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{5-methyl-2-oxo-4-[(pyren-1-ylmethyl)-amino]-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester | 185672-54-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: Acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{5-methyl-2-oxo-4-[(pyren-1-ylmethyl)-amino]-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester
• CAS: 185672-54-2
• 化学式: C₅₀H₄₅N₃O₇
• 分子量: 799.923
• InChiKey: LJHHNPNIENUALO-DZRFKLJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.31
• 重原子数：
  60.0
• 可旋转键数：
  13.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  110.14
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{5-methyl-2-oxo-4-[(pyren-1-ylmethyl)-amino]-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 在 氨 作用下， 反应 3.0h， 以99%的产率得到1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-4-[(pyren-1-ylmethyl)-amino]-1H-pyrimidin-2-one
  参考文献：
  名称：

  Insertion of 5-methyl-N4-(1-pyrenylmethyl)cytidine into DNA. Duplex, three-way junction and triplex stabilities

  摘要：

  5'-O-(4,4'-Dimethoxytrityl)-5-methyl-N-4-(1-pyrenylmethyl)cytidine (5) was prepared by reaction of 1-pyrenylmethylamine with an appropriate protected 4-(1,2,4-triazolyl)thymidine derivative which was synthesized from 5-O-DMT protected thymidine by acetylation with acetic anhydride and subsequent reaction with triethylamine, 1,2,4-triazole and POCl3. Stabilities are reported for DNA duplexes, three-way junctions and triplexes when 5 is inserted. Most interestingly, the three-way junctions are stabilized when 5 is used for insertion into the junction region. This break-through for recognizing the foot of a stem could have far-reaching importance because new targets for antisense oligos is now rendered possible on intact secondary structures. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4020(96)00933-7
• 作为产物：
  描述：

  保护胸苷 在 吡啶 、 三乙胺 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 30.0h， 生成 Acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{5-methyl-2-oxo-4-[(pyren-1-ylmethyl)-amino]-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Insertion of 5-methyl-N4-(1-pyrenylmethyl)cytidine into DNA. Duplex, three-way junction and triplex stabilities

  摘要：

  5'-O-(4,4'-Dimethoxytrityl)-5-methyl-N-4-(1-pyrenylmethyl)cytidine (5) was prepared by reaction of 1-pyrenylmethylamine with an appropriate protected 4-(1,2,4-triazolyl)thymidine derivative which was synthesized from 5-O-DMT protected thymidine by acetylation with acetic anhydride and subsequent reaction with triethylamine, 1,2,4-triazole and POCl3. Stabilities are reported for DNA duplexes, three-way junctions and triplexes when 5 is inserted. Most interestingly, the three-way junctions are stabilized when 5 is used for insertion into the junction region. This break-through for recognizing the foot of a stem could have far-reaching importance because new targets for antisense oligos is now rendered possible on intact secondary structures. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4020(96)00933-7