N⁴-benzoyl-2'-O-(2-methoxyethyl)-6-{1-[2-(ethylthio)]ethyl}cytidine | 859838-28-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N⁴-benzoyl-2'-O-(2-methoxyethyl)-6-{1-[2-(ethylthio)]ethyl}cytidine
• 英文别名: N-[6-(2-ethylsulfanylethyl)-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)oxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 859838-28-1
• 化学式: C₂₃H₃₁N₃O₇S
• 分子量: 493.581
• InChiKey: HBQBAZNZBAIGMF-JWUVWSEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  155
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N⁴-benzoyl-2'-O-(2-methoxyethyl)-6-{1-[2-(ethylthio)]ethyl}cytidine 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 生成 N-{6-(2-Ethanesulfonyl-ethyl)-1-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide
  参考文献：
  名称：

  Synthesis of reactive cytidine derivatives as building blocks for cross-linking oligonucleotides

  摘要：

  6-Vinvlcytidine derivative (1) possessing good Michael acceptor properties has been synthesized through C-6 formylation and subsequent Wittig reaction. In view of introducing the reactive nucleoside into the oligonucleotide sequence, protection of the vinyl group as ethylthio derivative was proved to be effective for the masking and subsequent regeneration or the reactive vinyl moiety. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.083
• 作为产物：
  描述：

  N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine 在 四丁基氟化铵 、 溴 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 四氯化碳 、 乙腈 为溶剂， 反应 4.5h， 生成 N⁴-benzoyl-2'-O-(2-methoxyethyl)-6-{1-[2-(ethylthio)]ethyl}cytidine
  参考文献：
  名称：

  Synthesis of reactive cytidine derivatives as building blocks for cross-linking oligonucleotides

  摘要：

  6-Vinvlcytidine derivative (1) possessing good Michael acceptor properties has been synthesized through C-6 formylation and subsequent Wittig reaction. In view of introducing the reactive nucleoside into the oligonucleotide sequence, protection of the vinyl group as ethylthio derivative was proved to be effective for the masking and subsequent regeneration or the reactive vinyl moiety. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.083

文献信息

• Exploring the Synthesis of Masked Phosphoramido 6-Vinylcytidine Derivatives as Building Blocks for Cross-Linking Oligonucleotides
  作者：Maurizio Botta、Marco Radi、Raffaella Spinosa、Maria Cristina Parlato、Federico Corelli

  DOI：10.3987/com-06-s(o)3

  日期：——