1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one | 210154-04-4

• 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: 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one
• 英文别名: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-4-(1,2,4-triazol-1-yl)pyrimidin-2-one
• CAS: 210154-04-4
• 化学式: C₃₂H₃₁N₅O₆
• 分子量: 581.628
• InChiKey: QYZNLRCXXXYNJE-PKZQBKLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 N⁴-ureidocarbonyl-5'-O-di(p-anisyl)phenylmethyl-2'-deoxycytidine-3'-(β-cyanoethyl N,N-diisopropylphosphoramidite)
  参考文献：
  名称：

  The Design and Synthesis ofN⁴-Anthraniloyl-2′-dC, the Improved Syntheses ofN⁴-Carbamoyl-andN⁴-Ureidocarbamoyl-2′-dC, Incorporation into Oligonucleotides and Triplex Formation Testing

  摘要：

  Three modified nucleosides were designed with the aim of achieving triplet formation with the CG base pair of duplex DNA. Direct anthraniloylation of 2'-deoxycytidine, using isatoic anhydride afforded the novel N-4-anthraniloyl-2'-deoxycyridine. Much improved preparations of N-4-carbamoyl-2'-deoxycytidine and of N-4-ureidocarbonyl-2'-deoxycytidine were accomplished. The modified nucleosides were incorporated into oligonucleotides. Thermal denaturation studies and gel mobility shift analysis suggest that these nucleosides do not form base triplets with any of the four base pairs of DNA.

  DOI：

  10.1080/07328319808004232
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 、 1-(2-Deoxy-β-D-erythro-pentofuranosyl)-4-(1,2,4-triazol-1-yl)-2(1H)-pyrimidinone 生成 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one
  参考文献：
  名称：

  The Design and Synthesis ofN⁴-Anthraniloyl-2′-dC, the Improved Syntheses ofN⁴-Carbamoyl-andN⁴-Ureidocarbamoyl-2′-dC, Incorporation into Oligonucleotides and Triplex Formation Testing

  摘要：

  Three modified nucleosides were designed with the aim of achieving triplet formation with the CG base pair of duplex DNA. Direct anthraniloylation of 2'-deoxycytidine, using isatoic anhydride afforded the novel N-4-anthraniloyl-2'-deoxycyridine. Much improved preparations of N-4-carbamoyl-2'-deoxycytidine and of N-4-ureidocarbonyl-2'-deoxycytidine were accomplished. The modified nucleosides were incorporated into oligonucleotides. Thermal denaturation studies and gel mobility shift analysis suggest that these nucleosides do not form base triplets with any of the four base pairs of DNA.

  DOI：

  10.1080/07328319808004232