[(2R,3R,4R,5R)-4-acetyloxy-2-[bis[2-(4-nitrophenyl)ethoxy]phosphoryloxymethyl]-5-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyoxolan-3-yl] acetate | 644961-38-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: [(2R,3R,4R,5R)-4-acetyloxy-2-[bis[2-(4-nitrophenyl)ethoxy]phosphoryloxymethyl]-5-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyoxolan-3-yl] acetate
• CAS: 644961-38-6
• 化学式: C₅₁H₅₉N₄O₁₈PSi
• 分子量: 1075.1
• InChiKey: INVKKRXLCXKWAE-ABMHNELWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  75.0
• 可旋转键数：
  23.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  275.42
• 氢给体数：
  1.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R)-4-acetyloxy-2-[bis[2-(4-nitrophenyl)ethoxy]phosphoryloxymethyl]-5-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyoxolan-3-yl] acetate 在 吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 氨 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Synthesis and Properties of Phosphorylated 3′-O-β-D-Ribofuranosyl-2′-deoxythymidine

  摘要：

  A strategy was developed for the synthesis of 3'-O-beta-D-ribofuranosyl 2'-deoxythymidine derivatives using three different protecting groups, which allows the synthesis of a phosphoramidite building block for oligonucleotide synthesis. Likewise the 5'-O- and 5"-O-phosphorylated analogues were synthesized and their conformation was determined using NMR spectroscopy.

  DOI：

  10.1081/ncn-120022028
• 作为产物：
  描述：

  5'-O-tert-butyldiphenylsilylthymidine 、 [(2R,3R,4R)-4,5-diacetyloxy-2-[bis[2-(4-nitrophenyl)ethoxy]phosphoryloxymethyl]oxolan-3-yl] acetate 在 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.0h， 以35%的产率得到[(2R,3R,4R,5R)-4-acetyloxy-2-[bis[2-(4-nitrophenyl)ethoxy]phosphoryloxymethyl]-5-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyoxolan-3-yl] acetate
  参考文献：
  名称：

  Synthesis and Properties of Phosphorylated 3′-O-β-D-Ribofuranosyl-2′-deoxythymidine

  摘要：

  A strategy was developed for the synthesis of 3'-O-beta-D-ribofuranosyl 2'-deoxythymidine derivatives using three different protecting groups, which allows the synthesis of a phosphoramidite building block for oligonucleotide synthesis. Likewise the 5'-O- and 5"-O-phosphorylated analogues were synthesized and their conformation was determined using NMR spectroscopy.

  DOI：

  10.1081/ncn-120022028