2'-O-(allyloxycarbonyl)methyl-N⁶-benzoyladenosine | 329279-45-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2'-O-(allyloxycarbonyl)methyl-N⁶-benzoyladenosine
• 英文别名: prop-2-enyl 2-[(2R,3R,4R,5R)-2-(6-benzamidopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyacetate
• CAS: 329279-45-0
• 化学式: C₂₂H₂₃N₅O₇
• 分子量: 469.454
• InChiKey: PKNCKGHPRGBNRI-SAJUPQAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.44
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  157.92
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2'-O-(allyloxycarbonyl)methyl-N⁶-benzoyladenosine 生成 2'-O-(allyloxycarbonyl)methyl-5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyladenosine 3'-2-cyanoethyl-N,N-diisopropyl phosphoramidite
  参考文献：
  名称：

  Synthesis of Modified Nucleotide Building Blocks Containing Electrophilic Groups in the 2′-Position

  摘要：

  Chemical syntheses of 2'-O-(allyloxycarbonyl)methyladenosine, 2'-O(methoxycarbonyl)methyladenosine and 2'-O-(2,3-dibenzoyloxy)propyluridine 3'-2-cyanoethyl-N,N-diisopropyl phosphoramidite building blocks are described. These monomers were used successfully to incorporate carboxylic acid, 1,2-diol and aldehyde functionalities into synthetic oligonucleotides.

  DOI：

  10.1080/15257770008045453
• 作为产物：
  描述：

  3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(allyloxycarbonyl)methyl-N⁶-benzoyladenosine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 2'-O-(allyloxycarbonyl)methyl-N⁶-benzoyladenosine
  参考文献：
  名称：

  Synthesis of Modified Nucleotide Building Blocks Containing Electrophilic Groups in the 2′-Position

  摘要：

  Chemical syntheses of 2'-O-(allyloxycarbonyl)methyladenosine, 2'-O(methoxycarbonyl)methyladenosine and 2'-O-(2,3-dibenzoyloxy)propyluridine 3'-2-cyanoethyl-N,N-diisopropyl phosphoramidite building blocks are described. These monomers were used successfully to incorporate carboxylic acid, 1,2-diol and aldehyde functionalities into synthetic oligonucleotides.

  DOI：

  10.1080/15257770008045453