3-[(2S,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propionaldehyde | 172033-20-4

• 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: 3-[(2S,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propionaldehyde
• CAS: 172033-20-4
• 化学式: C₁₉H₃₂N₂O₅Si
• 分子量: 396.559
• InChiKey: DEFZESCKFYNZMA-ARFHVFGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  90.39
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-[(2S,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propionaldehyde 在 sodium chlorite 、 potassium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 水 、 叔丁醇 为溶剂， 生成 3-[(2S,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propionic acid
  参考文献：
  名称：

  Modified ollgonucleotides. Effect of 4 vs 5-atom chimeric internucleoside linkages on duplex stability

  摘要：

  The question whether a four or a five atom non phosphorus based internucleoside link leads to stronger binding of the resulting chimeric oligonucleotides to complementary sequences has been examined by comparing melting temperatures of relevant duplexes.

  DOI：

  10.1016/0040-4039(95)01320-h
• 作为产物：
  描述：

  1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(3-hydroxy-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到3-[(2S,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propionaldehyde
  参考文献：
  名称：

  Modified ollgonucleotides. Effect of 4 vs 5-atom chimeric internucleoside linkages on duplex stability

  摘要：

  The question whether a four or a five atom non phosphorus based internucleoside link leads to stronger binding of the resulting chimeric oligonucleotides to complementary sequences has been examined by comparing melting temperatures of relevant duplexes.

  DOI：

  10.1016/0040-4039(95)01320-h