5'-O-tert-butyldiphenylsilyl-2'-deoxy-2'-fluoro-3'-O-(4-methylphenoxy)thiocarbonyl-5-methyluridine | 719302-95-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5'-O-tert-butyldiphenylsilyl-2'-deoxy-2'-fluoro-3'-O-(4-methylphenoxy)thiocarbonyl-5-methyluridine
• CAS: 719302-95-1
• 化学式: C₃₄H₃₇FN₂O₆SSi
• 分子量: 648.827
• InChiKey: JEIIVBXWFHBLCT-BUVRPPHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  45.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  91.78
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5'-O-tert-butyldiphenylsilyl-2'-deoxy-2'-fluoro-3'-O-(4-methylphenoxy)thiocarbonyl-5-methyluridine 、 (E)-1-phenyl-(2-tributylstannyl)ethene 在 偶氮二异丁腈 作用下， 以 苯 为溶剂， 生成 5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(2-phenylethenyl)-5-methyluridine
  参考文献：
  名称：

  Synthesis of 2′‐Substituted MMI Linked Nucleosidic Dimers: An Optimization Study in Search of High Affinity Oligonucleotides for Use in Antisense Constructs

  摘要：

  The synthesis of a series of methylene(methylimino) (MMI) linked oligodeoxyribonucleotide dimers modified at the 2'-position with fluoro and/or methoxy groups and their incorporation into different sequences has been accomplished. From these dimers, his 2'-OMe MMI dimer was selected for further studies based on its synthetic accessibility and the increased thermodynamic stability conferred upon oligonucleotides incorporating this modification.

  DOI：

  10.1081/ncn-120028337
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 66.0h， 生成 5'-O-tert-butyldiphenylsilyl-2'-deoxy-2'-fluoro-3'-O-(4-methylphenoxy)thiocarbonyl-5-methyluridine
  参考文献：
  名称：

  Synthesis of 2′‐Substituted MMI Linked Nucleosidic Dimers: An Optimization Study in Search of High Affinity Oligonucleotides for Use in Antisense Constructs

  摘要：

  The synthesis of a series of methylene(methylimino) (MMI) linked oligodeoxyribonucleotide dimers modified at the 2'-position with fluoro and/or methoxy groups and their incorporation into different sequences has been accomplished. From these dimers, his 2'-OMe MMI dimer was selected for further studies based on its synthetic accessibility and the increased thermodynamic stability conferred upon oligonucleotides incorporating this modification.

  DOI：

  10.1081/ncn-120028337