Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl ester | 140209-46-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl ester
• CAS: 140209-46-7；140209-47-8
• 化学式: C₂₅H₃₂O₄Si
• 分子量: 424.612
• InChiKey: VUNOPKQMLTVZJW-NKCAITPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl ester 在 叔丁基二甲硅基三氟甲磺酸酯 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-((2S,4R,5S)-5-Hydroxymethyl-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
• 作为产物：
  描述：

  (5S)-5-({[(2-甲基-2-丙基)(二苯基)硅烷基]氧基}甲基)-2(5H)-呋喃酮 在 4-二甲氨基吡啶 、 copper(I) bromide dimethylsulfide complex 、 二异丁基氢化铝 作用下， 生成 Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl ester
  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