N⁶-α-(Fluoren-9-ylmethoxycarbonyl)-N_(im)-(triphenylmethyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite | 149624-96-4

• 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: N⁶-α-(Fluoren-9-ylmethoxycarbonyl)-N_(im)-(triphenylmethyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-1-[6-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyhexylamino]-1-oxo-3-(1-tritylimidazol-4-yl)propan-2-yl]carbamate
• CAS: 149624-96-4
• 化学式: C₅₅H₆₃N₆O₅P
• 分子量: 919.116
• InChiKey: KHZNJEWLICKDSG-VZHFMLIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  67
• 可旋转键数：
  25
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  三乙胺氢溴酸盐 、 保护胸苷 、 N⁶-α-(Fluoren-9-ylmethoxycarbonyl)-N_(im)-(triphenylmethyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite 在 吡啶 、 四氮唑 、 碘 作用下， 生成 5'-O-(4,4'-Dimethoxytriphenylmethyl)thymidin-3'-yl N⁶-α-(Fluoren-9-ylmethoxycarbonyl)-N_(im)-(triphenylmethyl)-L-histidyl>-6-aminohexyl phosphate triethylammonium salt
  参考文献：
  名称：

  Synthesis and characterization of imidazoyl-linked synthons and 3'-conjugated thymidine derivatives

  摘要：

  The synthesis of the phosphoramidites and H-phosphonates of imidazoyl derivatives, including histidine and imidazoleacetic acid, blocked at the imidazole and amino groups and connected by a hexane linker arm, are described. These synthons have been used to synthesize novel 3'-conjugated thymidine derivatives using 5'-(dimethoxytrityl)thymidine. These synthons are being used to prepare oligonucleotides with terminal imidazole groups on the automatic synthesizer.

  DOI：

  10.1021/jo00069a022
• 作为产物：
  描述：

  N-Fmoc-N'-三苯甲基-L-组氨酸 在 吡啶 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.67h， 生成 N⁶-α-(Fluoren-9-ylmethoxycarbonyl)-N_(im)-(triphenylmethyl)-L-histidyl>-6-aminohexyl 2-cyanoethyl N,N-diisopropylphosphoramidite
  参考文献：
  名称：

  Synthesis and characterization of imidazoyl-linked synthons and 3'-conjugated thymidine derivatives

  摘要：

  The synthesis of the phosphoramidites and H-phosphonates of imidazoyl derivatives, including histidine and imidazoleacetic acid, blocked at the imidazole and amino groups and connected by a hexane linker arm, are described. These synthons have been used to synthesize novel 3'-conjugated thymidine derivatives using 5'-(dimethoxytrityl)thymidine. These synthons are being used to prepare oligonucleotides with terminal imidazole groups on the automatic synthesizer.

  DOI：

  10.1021/jo00069a022

文献信息

• Synthesis and characterization of imidazoyl-linked synthons and 3'-conjugated thymidine derivatives
  作者：Nikolai N. Polushin、Ban Chin Chen、Lawrence W. Anderson、Jack S. Cohen

  DOI：10.1021/jo00069a022

  日期：1993.8

  The synthesis of the phosphoramidites and H-phosphonates of imidazoyl derivatives, including histidine and imidazoleacetic acid, blocked at the imidazole and amino groups and connected by a hexane linker arm, are described. These synthons have been used to synthesize novel 3'-conjugated thymidine derivatives using 5'-(dimethoxytrityl)thymidine. These synthons are being used to prepare oligonucleotides with terminal imidazole groups on the automatic synthesizer.