Phosphoric acid (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-yl ester 2-cyano-ethyl ester 6-trifluoromethyl-benzotriazol-1-yl ester | 694473-31-9

• 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: Phosphoric acid (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-yl ester 2-cyano-ethyl ester 6-trifluoromethyl-benzotriazol-1-yl ester
• 英文别名: 3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-oxido-[6-(trifluoromethyl)benzotriazol-1-yl]oxyphosphaniumyl]oxypropanenitrile
• CAS: 694473-31-9
• 化学式: C₄₁H₃₈F₃N₆O₁₀P
• 分子量: 862.756
• InChiKey: MWMBCIRNQHISBP-MXWPLEIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  61
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  192
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  Phosphoric acid (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-yl ester 2-cyano-ethyl ester 6-trifluoromethyl-benzotriazol-1-yl ester 、 alkaline earth salt of/the/ methylsulfuric acid 以83%的产率得到
  参考文献：
  名称：

  A new approach for pyrophosphate bond formation starting from phosphoramidite derivatives by use of 6-trifluoromethyl-1-hydroxybenzotriazole-mediated O–N phosphoryl migration

  摘要：

  A new method for pyrophosphate bond formation in the solid phase was developed by use of phosphoramidite derivatives, which were found to be readily converted by reaction with 6-trifluoroinethyl-1-hydroxybenztriazole via an O-N phosphoryl rearrangement into pentavalent phosphotriester intermediates. These intermediates proved to react smoothly with not only phomonoesters but also phosphodiesters to give protected pyrophosphate derivatives which, in turn, could be easily deprotected to give the desired pyrophosphate derivatives. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.110
• 作为产物：
  描述：

  1-羟基-6-(三氟甲基)苯并三唑 、 cyanoethyl 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-yl N-diisopropylphosphoramidate 以 N-甲基吡咯烷酮 、 乙腈 为溶剂， 反应 0.08h， 生成 Phosphoric acid (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-yl ester 2-cyano-ethyl ester 6-trifluoromethyl-benzotriazol-1-yl ester
  参考文献：
  名称：

  A new approach for pyrophosphate bond formation starting from phosphoramidite derivatives by use of 6-trifluoromethyl-1-hydroxybenzotriazole-mediated O–N phosphoryl migration

  摘要：

  A new method for pyrophosphate bond formation in the solid phase was developed by use of phosphoramidite derivatives, which were found to be readily converted by reaction with 6-trifluoroinethyl-1-hydroxybenztriazole via an O-N phosphoryl rearrangement into pentavalent phosphotriester intermediates. These intermediates proved to react smoothly with not only phomonoesters but also phosphodiesters to give protected pyrophosphate derivatives which, in turn, could be easily deprotected to give the desired pyrophosphate derivatives. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.110