1-[(2R,4S,5R)-5-[[[4-(16-heptacyclo[15.12.0.02,15.03,8.09,14.018,23.024,29]nonacosa-1(17),2(15),3,5,7,9,11,13,18,20,22,24,26,28-tetradecaenylmethyl)phenyl]-bis(4-methoxyphenyl)methoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione | 153597-03-6

• 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: 1-[(2R,4S,5R)-5-[[[4-(16-heptacyclo[15.12.0.02,15.03,8.09,14.018,23.024,29]nonacosa-1(17),2(15),3,5,7,9,11,13,18,20,22,24,26,28-tetradecaenylmethyl)phenyl]-bis(4-methoxyphenyl)methoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 153597-03-6
• 化学式: C₆₁H₅₀N₂O₇
• 分子量: 923.077
• InChiKey: SGLAGFFVLXJEQC-OXYMOTDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  70
• 可旋转键数：
  11
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5R)-5-[[[4-(16-heptacyclo[15.12.0.02,15.03,8.09,14.018,23.024,29]nonacosa-1(17),2(15),3,5,7,9,11,13,18,20,22,24,26,28-tetradecaenylmethyl)phenyl]-bis(4-methoxyphenyl)methoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 acid 作用下， 生成 beta-胸苷
  参考文献：
  名称：

  4-(17-tetrabenzo[a,c,g,i]fluorenylmethyl)-41′,4″-Dimethoxytrityl Chloride: A hydrophobic 5′-protecting group for the separation of synthetic oligonucleotides.

  摘要：

  A new highly hydrophobic 5'-hydroxyl protecting group (Tbf-DMTr) has been designed for the purification of synthetic oligonucleotides. Tbf-DMTr-oligonucleotides are strongly retained on RP-HPLC allowing a facile separation from truncated sequences. Subsequently the group can be removed in acidic conditions. The ultra-violet properties of Tbf-DMTr enable easy detection. The synthesis and purification of long oligonucleotides (> 100 mer) is envisaged.

  DOI：

  10.1016/s0040-4039(00)61618-0
• 作为产物：
  描述：

  4-(17-tetrabenzofluorenylmethyl)-4',4''-dimethoxytrityl chloride 、 beta-胸苷 以 吡啶 为溶剂， 以40%的产率得到1-[(2R,4S,5R)-5-[[[4-(16-heptacyclo[15.12.0.02,15.03,8.09,14.018,23.024,29]nonacosa-1(17),2(15),3,5,7,9,11,13,18,20,22,24,26,28-tetradecaenylmethyl)phenyl]-bis(4-methoxyphenyl)methoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  4-(17-tetrabenzo[a,c,g,i]fluorenylmethyl)-41′,4″-Dimethoxytrityl Chloride: A hydrophobic 5′-protecting group for the separation of synthetic oligonucleotides.

  摘要：

  A new highly hydrophobic 5'-hydroxyl protecting group (Tbf-DMTr) has been designed for the purification of synthetic oligonucleotides. Tbf-DMTr-oligonucleotides are strongly retained on RP-HPLC allowing a facile separation from truncated sequences. Subsequently the group can be removed in acidic conditions. The ultra-violet properties of Tbf-DMTr enable easy detection. The synthesis and purification of long oligonucleotides (> 100 mer) is envisaged.

  DOI：

  10.1016/s0040-4039(00)61618-0