2,2'-anhydro-3'-O-(N-methylcarbamoyl)-5'-O-(4,4'-dimethoxytrityl)uridine | 852333-53-0

• 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: 2,2'-anhydro-3'-O-(N-methylcarbamoyl)-5'-O-(4,4'-dimethoxytrityl)uridine
• 英文别名: [(2R,4R,5R,6S)-4-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-10-oxo-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-5-yl] N-methylcarbamate
• CAS: 852333-53-0
• 化学式: C₃₂H₃₁N₃O₈
• 分子量: 585.613
• InChiKey: LUWFTBBBMOGMMV-HVQBEUSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2'-anhydro-3'-O-(N-methylcarbamoyl)-5'-O-(4,4'-dimethoxytrityl)uridine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以88%的产率得到N2',O3'-carbonyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-2'-(methylamino)uridine
  参考文献：
  名称：

  3‘-Immobilized Probes with 2‘-Caps:  Synthesis of Oligonucleotides with 2‘-N-Methyl-2‘-(anthraquinone carboxamido)uridine Residues

  摘要：

  A synthesis for oligodeoxynucleotides with a 3'-terminal 2'-N-methyl-2'-acylamido-2'-deoxyuridine residue was developed. Unlike their unmethylated counterparts, these oligodeoxynucleotides can be stably immobilized on aldehyde-displaying glass surfaces to provide DNA microarrays. An anthraquinone carboxamido group as a 2'-substituent doubled the capture efficiency of an immobilized tetradecamer.

  DOI：

  10.1021/ol0502432
• 作为产物：
  描述：

  二(对硝基苯)碳酸酯 、 甲胺 、 2,2'-anhydro-5'-O-(4,4'-dimethoxytrityl)uridine 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙醇 为溶剂， 反应 20.0h， 以87%的产率得到2,2'-anhydro-3'-O-(N-methylcarbamoyl)-5'-O-(4,4'-dimethoxytrityl)uridine
  参考文献：
  名称：

  3‘-Immobilized Probes with 2‘-Caps:  Synthesis of Oligonucleotides with 2‘-N-Methyl-2‘-(anthraquinone carboxamido)uridine Residues

  摘要：

  A synthesis for oligodeoxynucleotides with a 3'-terminal 2'-N-methyl-2'-acylamido-2'-deoxyuridine residue was developed. Unlike their unmethylated counterparts, these oligodeoxynucleotides can be stably immobilized on aldehyde-displaying glass surfaces to provide DNA microarrays. An anthraquinone carboxamido group as a 2'-substituent doubled the capture efficiency of an immobilized tetradecamer.

  DOI：

  10.1021/ol0502432