2'-O-(tert-butyldimethylsilyl)-uridyl-(3'-5')-2',3'-O-dibenzoyluridine 3'-H-phosphonate | 229156-92-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2'-O-(tert-butyldimethylsilyl)-uridyl-(3'-5')-2',3'-O-dibenzoyluridine 3'-H-phosphonate
• 英文别名: [(2R,3R,4R,5R)-4-benzoyloxy-2-[[(2R,3R,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(2,4-dioxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl]oxyphosphonoyloxymethyl]-5-(2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
• CAS: 229156-92-7
• 化学式: C₃₈H₄₅N₄O₁₅PSi
• 分子量: 856.852
• InChiKey: IWEAWNXRXDVQMC-PJDRABAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  59
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  235
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  2'-O-(tert-butyldimethylsilyl)-uridyl-(3'-5')-2',3'-O-dibenzoyluridine 3'-H-phosphonate 在 ammonium hydroxide 、 三乙胺-硼烷 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 2'-O-(tert-butyldimethylsilyl)uridyl-(3'-5')-uridine boranophosphate ammonium salt
  参考文献：
  名称：

  Synthesis of diuridine 3′,5′-boranophosphate: H-phosphonate approach

  摘要：

  Diuridine 3',5'-boranophosphate, the RNA analogue of boranophosphate nucleic acids, was synthesized by a new approach via the H-phosphonate. Two diastereomers of diuridine 3',5'-boranophosphate were separated by reverse phase HPLC. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00742-x
• 作为产物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridin-3'-yl H-phosphonate 在 二氯乙酸 、 三甲基乙酰氯 作用下， 以 二氯甲烷 为溶剂， 生成 2'-O-(tert-butyldimethylsilyl)-uridyl-(3'-5')-2',3'-O-dibenzoyluridine 3'-H-phosphonate
  参考文献：
  名称：

  Synthesis of diuridine 3′,5′-boranophosphate: H-phosphonate approach

  摘要：

  Diuridine 3',5'-boranophosphate, the RNA analogue of boranophosphate nucleic acids, was synthesized by a new approach via the H-phosphonate. Two diastereomers of diuridine 3',5'-boranophosphate were separated by reverse phase HPLC. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00742-x