1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione | 1335224-05-9

• 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,4S,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
• 英文别名: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 1335224-05-9
• 化学式: C₃₉H₃₈N₂O₉
• 分子量: 678.739
• InChiKey: SOXINMJSDHFEFF-LIVOIKKVSA-N

物化性质

• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  50
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione 在 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 0.33h， 生成 beta-胸苷
  参考文献：
  名称：

  Photolabile thymidine cleavable with a 532 nanometer laser

  摘要：

  The synthesis and characterization of a novel 3' p-hydroxyphenacyl-caged thymidine bearing a 5' N,N-diisopropylcyanoethylphosphoramidite is presented representing a new methodology for the photoregulation of PCR and gene expression. Solid phase oligonucleotide synthesis affords a primer blocked at the 3' position, which could function as a phototrigger for polymerase activity. The caging group exhibits quantitative photolysis in 15 s using a 532 nm green hand laser. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.052
• 作为产物：
  描述：

  2-溴-4'-羟基苯乙酮 、 保护胸苷 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 18.42h， 以69.7%的产率得到1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Photolabile thymidine cleavable with a 532 nanometer laser

  摘要：

  The synthesis and characterization of a novel 3' p-hydroxyphenacyl-caged thymidine bearing a 5' N,N-diisopropylcyanoethylphosphoramidite is presented representing a new methodology for the photoregulation of PCR and gene expression. Solid phase oligonucleotide synthesis affords a primer blocked at the 3' position, which could function as a phototrigger for polymerase activity. The caging group exhibits quantitative photolysis in 15 s using a 532 nm green hand laser. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.052