4-[[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxy]-butyric acid ethyl ester | 160711-96-6

• 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: 4-[[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxy]-butyric acid ethyl ester
• CAS: 160711-96-6
• 化学式: C₄₃H₄₆ClN₂O₁₂P
• 分子量: 849.271
• InChiKey: OBIJXVWSCJKQFC-KRPTXEAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.74
• 重原子数：
  59.0
• 可旋转键数：
  19.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  162.84
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  4-[[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxy]-butyric acid ethyl ester 在 吡啶 、 ammonium hydroxide 作用下， 生成
  参考文献：
  名称：

  Novel solid supports for the preparation of 3′-derivatized oligonucleotides: Introduction of 3′-alkylphosphate tether groups bearing amino, carboxy, carboxamido, and mercapto functionalities

  摘要：

  Syntheses of 5 non-nucleosidic solid supports (1-5) that enable preparation of oligonucleotides bearing a carboxy,-amino,-carboxamido,-or mercaptoalkyl spacer arm at their 3'-terminus are described. They all contain an ester bond of moderate susceptibility toward nucleophiles. Upon the completion of oligonucleotide chain assembly, this bond may be cleaved by a variety of nucleophiles. These release the oligonucleotide from the support and simultaneously introduce the desired functionality. Differences in the reactivity between the supports prepared are discussed.

  DOI：

  10.1016/s0040-4020(01)85244-3
• 作为产物：
  描述：

  4-羟基丁酸乙酯 、 保护胸苷 、 2-氯苯基二氯膦 在 1H-1,2,3-三氮唑 、 三乙胺 作用下， 生成 4-[[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxy]-butyric acid ethyl ester
  参考文献：
  名称：

  Novel solid supports for the preparation of 3′-derivatized oligonucleotides: Introduction of 3′-alkylphosphate tether groups bearing amino, carboxy, carboxamido, and mercapto functionalities

  摘要：

  Syntheses of 5 non-nucleosidic solid supports (1-5) that enable preparation of oligonucleotides bearing a carboxy,-amino,-carboxamido,-or mercaptoalkyl spacer arm at their 3'-terminus are described. They all contain an ester bond of moderate susceptibility toward nucleophiles. Upon the completion of oligonucleotide chain assembly, this bond may be cleaved by a variety of nucleophiles. These release the oligonucleotide from the support and simultaneously introduce the desired functionality. Differences in the reactivity between the supports prepared are discussed.

  DOI：

  10.1016/s0040-4020(01)85244-3