(1R,3R,4R,7S)-5-(anthracen-9-ylmethyl)-7-(2-cyanoethoxy(diisopropylamino)phosphinoxy)-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane | 1352314-54-5

• 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: (1R,3R,4R,7S)-5-(anthracen-9-ylmethyl)-7-(2-cyanoethoxy(diisopropylamino)phosphinoxy)-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane
• CAS: 1352314-54-5
• 化学式: C₅₆H₆₀N₅O₈P
• 分子量: 962.095
• InChiKey: NUMWPTIIGLWBLN-PCPDHRQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.99
• 重原子数：
  70.0
• 可旋转键数：
  19.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  140.51
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  (1R,3R,4R,7S)-5-(anthracen-9-ylmethyl)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以68.5%的产率得到(1R,3R,4R,7S)-5-(anthracen-9-ylmethyl)-7-(2-cyanoethoxy(diisopropylamino)phosphinoxy)-1-(4,4'-dimethoxytrityloxymethyl)-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Photoligation of self-assembled DNA constructs containing anthracene-functionalized 2′-amino-LNA monomers

  摘要：

  Efficient synthesis of a novel anthracene-functionalized 20-amino-LNA phosphoramidite derivative is described together with its incorporation into oligodeoxynucleotides. Two DNA strands with the novel 2'-N-anthracenylmethyl-2'-amino-LNA monomers can be effectively cross-linked by photoligation at 366 nm in various types of DNA constructs. Successful application of three differently functionalized 20-amino-LNA monomers in self-assembled higher ordered structures for simultaneous cross-linking and monitoring of assembly formation is furthermore demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.052