5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propylinosine | 532930-95-3

• 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: 5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propylinosine
• 英文别名: 9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxy-3-methoxyoxolan-2-yl]-1-propylpurin-6-one
• CAS: 532930-95-3
• 化学式: C₃₅H₃₈N₄O₇
• 分子量: 626.709
• InChiKey: SBTVRZIBQZNNEY-UTBAFCPYSA-N

物化性质

• 沸点：
  823.8±75.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  双(二异丙基氨基)(2-氰基乙氧基)膦 、 5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propylinosine 在 二异丙基铵盐四氮唑 作用下， 以 乙腈 为溶剂， 以90.7%的产率得到5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propylinosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite
  参考文献：
  名称：

  Antiviral Amphipathic Oligo- and Polyribonucleotides:  Analogue Development and Biological Studies

  摘要：

  A series of novel N1 alkylated purine nucleic acids were polymerized either enzymatically or by automated synthesis to further establish the SAR requirements for HIV, RT, and HCMV activity. Out of the series, two constructs, 2'-O-methyl-1-allylinosinic acid phosphorothioate 33-mer (16) and an oligomer incorporating 1-propyl-6-thioinosinic acid residues (20), were found to be highly active under all three assay conditions. SAR studies indicate that sulfur incorporation, high molecular weight, and low steric bulk at N1 all can be important for activity.

  DOI：

  10.1021/jm0203276
• 作为产物：
  描述：

  腺苷 在 吡啶 、 sodium hydride 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium nitrite 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 生成 5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-1-propylinosine
  参考文献：
  名称：

  Antiviral Amphipathic Oligo- and Polyribonucleotides:  Analogue Development and Biological Studies

  摘要：

  A series of novel N1 alkylated purine nucleic acids were polymerized either enzymatically or by automated synthesis to further establish the SAR requirements for HIV, RT, and HCMV activity. Out of the series, two constructs, 2'-O-methyl-1-allylinosinic acid phosphorothioate 33-mer (16) and an oligomer incorporating 1-propyl-6-thioinosinic acid residues (20), were found to be highly active under all three assay conditions. SAR studies indicate that sulfur incorporation, high molecular weight, and low steric bulk at N1 all can be important for activity.

  DOI：

  10.1021/jm0203276