1-[(2R,4S,5R)-4-[bis(4-methoxyphenyl)-phenylmethoxy]-5-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione | 90814-44-1

• 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)-4-[bis(4-methoxyphenyl)-phenylmethoxy]-5-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 90814-44-1
• 化学式: C₆₃H₆₅N₄O₁₅P
• 分子量: 1149.2
• InChiKey: CIVWCQWZXBRTRM-IGKVZPCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  83
• 可旋转键数：
  22
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  208
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  保护胸苷 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 1-[(2R,4S,5R)-4-[bis(4-methoxyphenyl)-phenylmethoxy]-5-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methylphosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  核苷3'-甲基氟代膦酸酯和核苷3'-甲基氟代硫代磷酸酯。大规模合成二核苷-（3'，5'）-甲基膦酸酯的新型便捷中间体

  摘要：

  首次将核苷3'-甲基氟代膦酸酯3和核苷3'-甲基氟代硫代磷酸酯5直接用于合成二核苷甲基代膦酸酯和甲基硫代膦酸酯。氟代硫代磷酸膦酸酯5被分离成纯的非对映异构体。

  DOI：

  10.1016/0040-4039(95)01946-f

文献信息

• Synthesis of oligodeoxynucleotides and oligodeoxynucleotide analogs using phosphoramidite intermediates
  作者：M.A. Dorman、S.A. Noble、L.J. McBride、M.H. Caruthers

  DOI：10.1016/0040-4020(84)85107-8

  日期：1984.1

  The synthesis of two deoxyoligonucleotides, d(G-T-G-A-G-T-T-A-G-C-T-C-A-C) and d(G-T-G-A-G-C-T-A-A-C-T-C-A-C), corresponding to the DNA binding site for cyclic AMP receptor protein is reported. These syntheses have been completed in milligram quantities using a silica gel polymer support methodology and mononucleotide phosphoramidites. Procedures are also reported for synthesizing diastereoisomers

  据报道，合成了两个脱氧寡核苷酸d（GTGAGTTAGCTCAC）和d（GTGAGCTAACTCAC），它们对应于环状AMP受体蛋白的DNA结合位点。使用硅胶聚合物载体方法和单核苷酸亚磷酰胺可以完成毫克量的这些合成。还报道了合成二核苷甲基膦酸酯3亚磷酰胺的非对映异构体的方法。
• N,N-diisopropyl-O-P-nitrophenyl-P-methylphosphonoamidite: novel difunctional PIII reagent in oligonucleoside methylphosphonate synthesis containing 4-nitrophenoxy group
  作者：Jan Heliński、Wojciech Da̧bkowski、Jan Michalski

  DOI：10.1016/s0040-4039(00)93513-5

  日期：1991.9

  First example of the P(III) coupling reagent containing 4-nitrophenoxy group is described. Its usefulness is demonstrated by synthesis of dinucleoside methylphosphonate and methylthiophosphonate.
• Nucleoside 3'-methylphosphonofluoridates and nucleoside 3'-methylfluorido-phosphonothioates. New convenient intermediates in large scale synthesis of dinucleoside-(3',5')-methylphosphonates
  作者：Wojciech Dabkowski、Izabela Tworowska、Roustem Saiakhov

  DOI：10.1016/0040-4039(95)01946-f

  日期：1995.12

  Nucleoside 3'-methylphosphonofluoridates 3 and nucleoside 3'-methylfluoridophosphonothioates 5 for the first time are used directly in the synthesis of dinucleosidemethylphosphonates and methylphosphonothioates. The fluoridophosphonothioates 5 were separated into pure diastereomers.

  首次将核苷3'-甲基氟代膦酸酯3和核苷3'-甲基氟代硫代磷酸酯5直接用于合成二核苷甲基代膦酸酯和甲基硫代膦酸酯。氟代硫代磷酸膦酸酯5被分离成纯的非对映异构体。