1-[(2R,3S,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione | 433934-32-8

• 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: 1-[(2R,3S,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• 英文别名: 1-[(2R,3S,4S,5S)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 433934-32-8
• 化学式: C₃₇H₄₆N₂O₈Si
• 分子量: 674.866
• InChiKey: JPCJMZCIINYVKA-UQJYGFKOSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  48.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  121.24
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 1-[(2R,3S,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到Diisopropyl-phosphoramidous acid (2S,3S,4S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  α-l-RNA (α-l-ribo Configured RNA): Synthesis and RNA-Selective Hybridization of α-l-RNA/α-l-LNA Chimera

  摘要：

  Synthesis of the novel a-L-ribofuranosyl phosphoramidite derivative 7 was accomplished via the alpha-L-ribofuranosyl thymine nucleoside 4. Amidite 7 was used in automated syntheses of chimeric oligonucleotides composed of mixtures of the novel alpha-L-RNA nucleotide monomer (T-alphaL, alpha-L-ribo configured RNA), and DNA, LNA (T-L, locked nucleic acid) or alpha-L-LNA (T-alphaL(T), alpha-L-ribo configured locked nucleic acid) nucleotide monomers. For alpha-L-RNA/DNA and alpha-L-RNA/alpha-L-LNA chimeras, RNA-selective hybridization was obtained, for alpha-L-RNA/alpha-L-LNA chimera we found increased binding affinity compared to the corresponding DNA:RNA reference duplex. In addition, alpha-L-RNA/alpha-L-LNA chimera displayed significant stabilization towards 3'-exonucleolytic degradation. These, results indicate that alpha-L-RNA/alpha-L-LNA chimeras deserve further evaluation as antisense molecules. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00807-1
• 作为产物：
  描述：

  1-((2R,3S,3aR,9aS)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 在 吡啶 、 咪唑 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 1-[(2R,3S,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  α-l-RNA (α-l-ribo Configured RNA): Synthesis and RNA-Selective Hybridization of α-l-RNA/α-l-LNA Chimera

  摘要：

  Synthesis of the novel a-L-ribofuranosyl phosphoramidite derivative 7 was accomplished via the alpha-L-ribofuranosyl thymine nucleoside 4. Amidite 7 was used in automated syntheses of chimeric oligonucleotides composed of mixtures of the novel alpha-L-RNA nucleotide monomer (T-alphaL, alpha-L-ribo configured RNA), and DNA, LNA (T-L, locked nucleic acid) or alpha-L-LNA (T-alphaL(T), alpha-L-ribo configured locked nucleic acid) nucleotide monomers. For alpha-L-RNA/DNA and alpha-L-RNA/alpha-L-LNA chimeras, RNA-selective hybridization was obtained, for alpha-L-RNA/alpha-L-LNA chimera we found increased binding affinity compared to the corresponding DNA:RNA reference duplex. In addition, alpha-L-RNA/alpha-L-LNA chimera displayed significant stabilization towards 3'-exonucleolytic degradation. These, results indicate that alpha-L-RNA/alpha-L-LNA chimeras deserve further evaluation as antisense molecules. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00807-1