1-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione | 140209-48-9

• 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: 1-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 140209-48-9
• 化学式: C₂₈H₃₄N₂O₄Si
• 分子量: 490.674
• InChiKey: OZVNBWMIOBYLGJ-NFJZVGLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  73.32
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 在 溴 、 sodium methylate 作用下， 以 四氯化碳 为溶剂， 生成 1-[(4S,5S)-4-(1-Bromo-vinyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of 3′-ethynylthymidine, 3′-vinylthymidine and 3′-bromovinylthymidine as potential antiviral agents

  摘要：

  The synthesis of three novel 3'-unsaturated carbon analogues of AZT and FLT is described. The key step in the synthesis is a Cu(I)- catalyzed addition of vinylmagnesium bromide to a 2,3-unsaturated lactone, followed by, in the case of compounds 2 and 3, elimination reactions of a dibromo-compound.

  DOI：

  10.1016/s0040-4039(00)92341-4
• 作为产物：
  描述：

  (4R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-ethenyloxolan-2-one 在 叔丁基二甲硅基三氟甲磺酸酯 4-二甲氨基吡啶 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 生成 1-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of 3′-ethynylthymidine, 3′-vinylthymidine and 3′-bromovinylthymidine as potential antiviral agents

  摘要：

  The synthesis of three novel 3'-unsaturated carbon analogues of AZT and FLT is described. The key step in the synthesis is a Cu(I)- catalyzed addition of vinylmagnesium bromide to a 2,3-unsaturated lactone, followed by, in the case of compounds 2 and 3, elimination reactions of a dibromo-compound.

  DOI：

  10.1016/s0040-4039(00)92341-4