(1R,12R,13R,15R,16R,21R,22R,26R)-15-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-13-(2,4-dioxopyrimidin-1-yl)-24,24-dimethyl-18-oxo-18-phenylsulfanyl-11,14,17,19,23,25,27-heptaoxa-2,4,8-triaza-18λ5-phosphapentacyclo[19.5.1.12,6.012,16.022,26]octacos-6(28)-ene-3,5,9-trione | 156703-97-8

• 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: (1R,12R,13R,15R,16R,21R,22R,26R)-15-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-13-(2,4-dioxopyrimidin-1-yl)-24,24-dimethyl-18-oxo-18-phenylsulfanyl-11,14,17,19,23,25,27-heptaoxa-2,4,8-triaza-18λ5-phosphapentacyclo[19.5.1.12,6.012,16.022,26]octacos-6(28)-ene-3,5,9-trione
• CAS: 156703-97-8
• 化学式: C₅₁H₅₂N₅O₁₆PS
• 分子量: 1054.04
• InChiKey: HUHBRSJAPPYIIK-FMROGFSISA-N

物化性质

• 密度：
  1.51±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  74.0
• 可旋转键数：
  11.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  248.19
• 氢给体数：
  3.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  (1R,12R,13R,15R,16R,21R,22R,26R)-15-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-13-(2,4-dioxopyrimidin-1-yl)-24,24-dimethyl-18-oxo-18-phenylsulfanyl-11,14,17,19,23,25,27-heptaoxa-2,4,8-triaza-18λ5-phosphapentacyclo[19.5.1.12,6.012,16.022,26]octacos-6(28)-ene-3,5,9-trione 在 吡啶 、 三丁基氧化锡 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  Sekine; Seio; Wada, Journal of the American Chemical Society, 1994, vol. 116, # 10, p. 4469 - 4470

  摘要：

  DOI：
• 作为产物：
  描述：

  N³-[(triphenylmethyl)sulfenyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 在 咪唑 、 四氮唑 、 氢氧化钾 、 N-羟基丁二酰亚胺 、 偶氮二异丁腈 、 四丁基氟化铵 、 三正丁基氢锡 、 sodium hydride 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 氨苯砜 作用下， 以 四氢呋喃 、 吡啶 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 99.75h， 生成 (1R,12R,13R,15R,16R,21R,22R,26R)-15-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-13-(2,4-dioxopyrimidin-1-yl)-24,24-dimethyl-18-oxo-18-phenylsulfanyl-11,14,17,19,23,25,27-heptaoxa-2,4,8-triaza-18λ5-phosphapentacyclo[19.5.1.12,6.012,16.022,26]octacos-6(28)-ene-3,5,9-trione
  参考文献：
  名称：

  Chemical Synthesis and Properties of Conformationally Fixed Diuridine Monophosphates as Building Blocks of the RNA Turn Motif

  摘要：

  Two intramolecularly cyclized diuridine monophosphates having an amide and a carbamate linker have been synthesized for fixation of the LT-turn structure found in various tRNAs and hammerhead ribozymes. The structural analysis of these cyclic dimers using CD, H-1 NMR, and P-31 NMR spectroscopy shows that they have ri,sid, unstacked conformations. Detailed computer simulations of their 3D structures based on molecular mechanics calculations suggest that a two-state equilibrium between a stretch and a turn conformation exists in favor of the former. The simulation also suggested that the diuridine mono-phosphate containing the carbamate-linker is better as a mimic of the U-turn structure than the amide-linked dimer. The enzymatic properties of these cyclized dimers are also described.

  DOI：

  10.1021/jo971797o