3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N,N'-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside | 328311-91-7

• 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: 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N,N'-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside
• CAS: 328311-91-7
• 化学式: C₄₀H₅₃N₅O₆Si
• 分子量: 727.976
• InChiKey: LMPULIQGLMQLKW-BMPTZRATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.87
• 重原子数：
  52.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  117.46
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N,N'-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到5'-O-dimethoxytrityl-1-[4-(N,N'-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside
  参考文献：
  名称：

  Synthesis of modified oligonucleotides containing 4-guanidino-2-pyrimidinone nucleobases

  摘要：

  Oligionucleotides incorporating 4-guanidino-2-pyrimidinone nucleobases have been prepared. These nucleobase analogues were designed to mimic the double hydrogen bond donor pattern of protonated cytosines in parallel triple helices. Guanidine-, N-methyl-, N,N-dimethyl-, and N,N'-dimethylguanidine-containing nucleoside H-phosphonates were used for the synthesis of oligonucleotide analogues with minor modifications in standard solid-phase procedures. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00991-1
• 作为产物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine 在 potassium carbonate 、 三乙胺 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.5h， 生成 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[4-(N,N'-dimethylguanidine)-5-methylpyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside
  参考文献：
  名称：

  Synthesis of modified oligonucleotides containing 4-guanidino-2-pyrimidinone nucleobases

  摘要：

  Oligionucleotides incorporating 4-guanidino-2-pyrimidinone nucleobases have been prepared. These nucleobase analogues were designed to mimic the double hydrogen bond donor pattern of protonated cytosines in parallel triple helices. Guanidine-, N-methyl-, N,N-dimethyl-, and N,N'-dimethylguanidine-containing nucleoside H-phosphonates were used for the synthesis of oligonucleotide analogues with minor modifications in standard solid-phase procedures. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00991-1