1-[(1R,10R,11S)-11-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-5-oxo-8,13-dioxa-2,6-diaza-tricyclo[8.2.1.0^2,7]trideca-3,6-dien-10-ylmethyl]-5-methyl-1H-pyrimidine-2,4-dione | 1053655-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-[(1R,10R,11S)-11-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-5-oxo-8,13-dioxa-2,6-diaza-tricyclo[8.2.1.0^2,7]trideca-3,6-dien-10-ylmethyl]-5-methyl-1H-pyrimidine-2,4-dione
• 英文别名: 1-[[(1R,10R,11S)-11-[tert-butyl(dimethyl)silyl]oxy-4-methyl-5-oxo-8,13-dioxa-2,6-diazatricyclo[8.2.1.02,7]trideca-3,6-dien-10-yl]methyl]-5-methylpyrimidine-2,4-dione
• CAS: 1053655-43-8
• 化学式: C₂₂H₃₂N₄O₆Si
• 分子量: 476.605
• InChiKey: PXUKMGJONRIPCC-WJONJSRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[(1R,10R,11S)-11-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-5-oxo-8,13-dioxa-2,6-diaza-tricyclo[8.2.1.0^2,7]trideca-3,6-dien-10-ylmethyl]-5-methyl-1H-pyrimidine-2,4-dione 在 吡啶 、 sodium hydroxide 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 8.0h， 生成 5'-O-(mono-4-methoxytrityl)-4'-C-[(thymin-1-yl)methyl]-thymidine
  参考文献：
  名称：

  Base−Base Interactions in the Minor Groove of Double-Stranded DNA

  摘要：

  A method has been developed for the synthesis of bisheaded nucleosides with thymine and adenine base moieties. We have demonstrated that, when incorporated in oligonucleotides, extrahelical A-T base interactions are possible when the bisheaded nucleosides are positioned in opposite strands of the duplex and are separated from each other by one regular base pair.

  DOI：

  10.1021/jo052194c
• 作为产物：
  描述：

  3'-O-(tert-butyldimethylsilyl)-4'-(hydroxymethyl)-thymidine 在 吡啶 、 18-冠醚-6 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-[(1R,10R,11S)-11-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-5-oxo-8,13-dioxa-2,6-diaza-tricyclo[8.2.1.0^2,7]trideca-3,6-dien-10-ylmethyl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Base−Base Interactions in the Minor Groove of Double-Stranded DNA

  摘要：

  A method has been developed for the synthesis of bisheaded nucleosides with thymine and adenine base moieties. We have demonstrated that, when incorporated in oligonucleotides, extrahelical A-T base interactions are possible when the bisheaded nucleosides are positioned in opposite strands of the duplex and are separated from each other by one regular base pair.

  DOI：

  10.1021/jo052194c

文献信息

• Base−Base Interactions in the Minor Groove of Double-Stranded DNA
  作者：Tongfei Wu、Koen Nauwelaerts、Arthur Van Aerschot、Matheus Froeyen、Eveline Lescrinier、Piet Herdewijn

  DOI：10.1021/jo052194c

  日期：2006.7.1

  A method has been developed for the synthesis of bisheaded nucleosides with thymine and adenine base moieties. We have demonstrated that, when incorporated in oligonucleotides, extrahelical A-T base interactions are possible when the bisheaded nucleosides are positioned in opposite strands of the duplex and are separated from each other by one regular base pair.