3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-(4-nitrobenzoyl)guanidinepyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside | 328312-06-7

• 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-[5-methyl-4-(4-nitrobenzoyl)guanidinepyrimidin-2(1H)-onyl]-β-D-2'-deoxyriboside
• CAS: 328312-06-7
• 化学式: C₄₅H₅₂N₆O₉Si
• 分子量: 849.028
• InChiKey: SIYVUADZKJLCLI-LCKTVPPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.94
• 重原子数：
  61.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  189.16
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-(4-nitrobenzoyl)guanidinepyrimidin-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， 反应 6.0h， 以68%的产率得到5'-O-dimethoxytrityl-1-[5-methyl-4-(4-nitrobenzoyl)guanidinepyrimidin-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 吡啶 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 5.5h， 生成 3'-O-t-butyldimethylsilyl-5'-O-dimethoxytrityl-1-[5-methyl-4-(4-nitrobenzoyl)guanidinepyrimidin-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