[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl methyl phosphate | 87007-52-1

• 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,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl methyl phosphate
• CAS: 87007-52-1
• 化学式: C₄₂H₄₇N₄O₁₄P
• 分子量: 862.827
• InChiKey: ODVPOWSVEOFKIL-UBHYNSGKSA-N

物化性质

• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  61
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  210
• 氢给体数：
  3
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl methyl phosphate 在 四氮唑 、 碘 、 溶剂黄146 、 苯硫酚 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.03h， 生成 3'-(4-nitrophenethyl)phosphoryl-thymidyl-(3',5')-thymidine disodium salt
  参考文献：
  名称：

  Rapid and Efficient Syntheses of Phosphorylated Dinucleotides

  摘要：

  Nine or ten-step solution phase syntheses of the dimers dpApA, dApAp, dpTpT and dTpTp in 0.1-0.5 g amounts, in overall yields of 49%, 45%, 32%, and 20% respectively, are described. The synthetic intermediates were characterized by H-1 and P-31 NMR and the structures of the final products were established by hydrolysis with alkaline phosphatase and comparison of the products with authentic samples.

  DOI：

  10.1080/15257779408011881
• 作为产物：
  描述：

  在 叔丁基过氧化氢 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 生成 [(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl methyl phosphate
  参考文献：
  名称：

  A practical dinucleotide phosphoramidite chemistry for de novo DNA synthesis via block coupling

  摘要：

  DOI：

  10.1016/j.tetlet.2024.155106

文献信息

• Transformation of Dinucleoside<i>S</i>-Aryl Phosphorothioates into the Corresponding<i>O</i>-Alkyl Phosphates by Use of Tributyltin Alkoxides
  作者：Shokichi Ohuchi、Hiroshi Ayukawa、Tsujiaki Hata

  DOI：10.1246/cl.1992.1501

  日期：1992.8

  Several alkyl dinucleoside phosphotriesters were easily obtained by use of the reaction of S-aryl dinucleoside phosphorothioates with tributyltin alkoxides. This reaction proceeds at room temperature under neutral conditions.

  通过使用S-芳基二核苷硫代磷酸酯与三丁基锡醇盐的反应，可以容易地获得几种烷基二核苷磷酸三酯。该反应在室温中性条件下进行。
• Improvements in oligodeoxyribonucleotide synthesis: methyl N,N-dialkylphosphoramidite dimer units for solid support phosphite methodology
  作者：G. Kumar、M. S. Poonian

  DOI：10.1021/jo00199a032

  日期：1984.12
• Vecerkova, Hana; Smrt, Jiri, Collection of Czechoslovak Chemical Communications, 1983, vol. 48, # 5, p. 1323 - 1332
  作者：Vecerkova, Hana、Smrt, Jiri

  DOI：——

  日期：——
• A building block for the sequence-specific introduction of cis-syn thymine dimers into oligonucleotides. Solid-phase synthesis of TpT[c,s]pTpT
  作者：John Stephen Taylor、Ian R. Brockie、Christine L. O'Day

  DOI：10.1021/ja00256a030

  日期：1987.10
• Asseline, U.; Barbier, C.; Thuong, N. T., Phosphorus and Sulfur and the Related Elements, 1986, vol. 26, p. 63 - 74
  作者：Asseline, U.、Barbier, C.、Thuong, N. T.

  DOI：——

  日期：——