N-methyl-N'-(N-(2-hydroxy-1-(-O-4,4'-dimethoxytritylmethyl-ethyl)-acetamide))-1,4,5,8-naphthalenetetracarboxylic diimide | 496811-54-2

• 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: N-methyl-N'-(N-(2-hydroxy-1-(-O-4,4'-dimethoxytritylmethyl-ethyl)-acetamide))-1,4,5,8-naphthalenetetracarboxylic diimide
• 英文别名: N-[1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-hydroxypropan-2-yl]-2-(13-methyl-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl)acetamide
• CAS: 496811-54-2
• 化学式: C₄₁H₃₅N₃O₉
• 分子量: 713.744
• InChiKey: BEOCECVFHLSAER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  53
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 N-methyl-N'-(N-(2-hydroxy-1-(-O-4,4'-dimethoxytritylmethyl-ethyl)-acetamide))-1,4,5,8-naphthalenetetracarboxylic diimide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以50%的产率得到N-[1-[bis(4-methoxyphenyl)-phenylmethoxy]-3-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxypropan-2-yl]-2-(13-methyl-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl)acetamide
  参考文献：
  名称：

  New ligand combinations for the efficient stabilization of short nucleic acid hairpins

  摘要：

  Short nucleic acid hairpins (one or two base-pair stems) were strongly stabilized by simple chemical modifications. Non-nucleosidic pyrene or naphtalene diimide derivatives were appended at both 3' and 5' nearby ends of 2'-OMe RNA hairpins, yielding a very large increase in melting temperatures of the modified structures (from +21 to +55degreesC). The excimer formation between the two consecutive pyrene units is in favor of end-stacked pyrenyl rings. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(02)00876-1
• 作为产物：
  描述：

  N-methyl-N'-carboxymethyl-1,4,5,8-naphthalenetetracarboxylic diimide 在 吡啶 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 N-methyl-N'-(N-(2-hydroxy-1-(-O-4,4'-dimethoxytritylmethyl-ethyl)-acetamide))-1,4,5,8-naphthalenetetracarboxylic diimide
  参考文献：
  名称：

  New ligand combinations for the efficient stabilization of short nucleic acid hairpins

  摘要：

  Short nucleic acid hairpins (one or two base-pair stems) were strongly stabilized by simple chemical modifications. Non-nucleosidic pyrene or naphtalene diimide derivatives were appended at both 3' and 5' nearby ends of 2'-OMe RNA hairpins, yielding a very large increase in melting temperatures of the modified structures (from +21 to +55degreesC). The excimer formation between the two consecutive pyrene units is in favor of end-stacked pyrenyl rings. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(02)00876-1

文献信息

• New ligand combinations for the efficient stabilization of short nucleic acid hairpins
  作者：Justine Michel、Katell Bathany、Jean-Marie Schmitter、Jean-Pierre Monti、Serge Moreau

  DOI：10.1016/s0040-4020(02)00876-1

  日期：2002.9

  Short nucleic acid hairpins (one or two base-pair stems) were strongly stabilized by simple chemical modifications. Non-nucleosidic pyrene or naphtalene diimide derivatives were appended at both 3' and 5' nearby ends of 2'-OMe RNA hairpins, yielding a very large increase in melting temperatures of the modified structures (from +21 to +55degreesC). The excimer formation between the two consecutive pyrene units is in favor of end-stacked pyrenyl rings. (C) 2002 Published by Elsevier Science Ltd.