(2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide | 168772-59-6

• 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: (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide
• CAS: 168772-59-6
• 化学式: C₄₁H₄₅N₅O₁₁
• 分子量: 783.835
• InChiKey: NUFBZOOVRHOCPI-KMSCUOMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  57.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  205.2
• 氢给体数：
  4.0
• 氢受体数：
  13.0

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 、 (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide 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82%的产率得到
  参考文献：
  名称：

  Synthesis of a Carboxamide Linked T∗T Dimer with an Acyclic Nucleoside Unit and Its Incorporation in Oligodeoxynucleotides

  摘要：

  A T*T dimer with * representing a 2'-OCH2CH2NHC(O)-4' linkage connecting two nucleoside units was prepared by condensation of (S)-1-[2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl]thymine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid. The T*T dimer was incorporated in oligodeoxynucleotides and investigated for hybridization to DNA.

  DOI：

  10.1080/15257779508010713
• 作为产物：
  描述：

  (S)-1-(3-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxypropyl)-5-methylpyrimidine-2,4(1H,3H)-dione 在 氢氧化钾 、 二苯基磷酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 11.0h， 生成 (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide
  参考文献：
  名称：

  Synthesis of a Carboxamide Linked T∗T Dimer with an Acyclic Nucleoside Unit and Its Incorporation in Oligodeoxynucleotides

  摘要：

  A T*T dimer with * representing a 2'-OCH2CH2NHC(O)-4' linkage connecting two nucleoside units was prepared by condensation of (S)-1-[2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl]thymine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid. The T*T dimer was incorporated in oligodeoxynucleotides and investigated for hybridization to DNA.

  DOI：

  10.1080/15257779508010713

文献信息

• Evaluation of Oligonucleotides with Novel Modifications
  作者：Erik Larsen、Krzysztof Danel、Abdel-Aleem Abdel-Aleem、Poul Niclsen、Jesper Wengel、Erik Pedersen

  DOI：10.1080/15257779508012543

  日期：1995.5.1

  Oligodeoxynucleotides modified with carboxamide linked dimeric nucleotides and an acyclic nucleoside were prepared and investigated for their hybridization properties toward DNA.