3-[[(1S)-1-[(2S,3S,5R)-3-[tert-butyl(diphenyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]but-3-enoxy]-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-ethenyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-oxidophosphaniumyl]oxypropanenitrile | 607716-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-[[(1S)-1-[(2S,3S,5R)-3-[tert-butyl(diphenyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]but-3-enoxy]-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-ethenyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-oxidophosphaniumyl]oxypropanenitrile
• CAS: 607716-85-8
• 化学式: C₆₀H₇₂N₅O₁₂PSi₂
• 分子量: 1142.4
• InChiKey: JOTMFILLORARDJ-JYKDVQSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.74
• 重原子数：
  80
• 可旋转键数：
  24
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  210
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  3-[[(1S)-1-[(2S,3S,5R)-3-[tert-butyl(diphenyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]but-3-enoxy]-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-ethenyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-oxidophosphaniumyl]oxypropanenitrile 在 Grubbs' precatalyst 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 生成 、
  参考文献：
  名称：

  Dinucleotides of 4′-C-vinyl- and 5′-C-allylthymidine as substrates for ring-closing metathesis reactions

  摘要：

  Thymidine derivatives containing a 4'-C-vinyl group or a 5'-C-allyl group are synthesized and used as building blocks for three different dinucleotides. These are evaluated as substrates for ring-closing metathesis cyclisations, and a protected 5'-C-allylthymidine homo-dimer is found to be the most reactive. A protected precursor for a conformationally restricted cyclic dinucleotide with a four carbon 5'-C to 5'-C connection is hereby efficiently obtained, whereas a corresponding three carbon 4'-C to 5'-C connection is obtained in a lower yield. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01584-3
• 作为产物：
  描述：

  3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(vinyl)thymidine 在 四氮唑 、 叔丁基过氧化氢 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 生成 3-[[(1S)-1-[(2S,3S,5R)-3-[tert-butyl(diphenyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]but-3-enoxy]-[(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-ethenyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-oxidophosphaniumyl]oxypropanenitrile
  参考文献：
  名称：

  Dinucleotides of 4′-C-vinyl- and 5′-C-allylthymidine as substrates for ring-closing metathesis reactions

  摘要：

  Thymidine derivatives containing a 4'-C-vinyl group or a 5'-C-allyl group are synthesized and used as building blocks for three different dinucleotides. These are evaluated as substrates for ring-closing metathesis cyclisations, and a protected 5'-C-allylthymidine homo-dimer is found to be the most reactive. A protected precursor for a conformationally restricted cyclic dinucleotide with a four carbon 5'-C to 5'-C connection is hereby efficiently obtained, whereas a corresponding three carbon 4'-C to 5'-C connection is obtained in a lower yield. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01584-3