ethyl 3-[(2R,3S,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]propanoate | 142325-27-7

• 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: ethyl 3-[(2R,3S,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]propanoate
• CAS: 142325-27-7
• 化学式: C₂₀H₃₄N₂O₆Si
• 分子量: 426.585
• InChiKey: PVZBYLZHUMJTEY-OWCLPIDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 3-[(2R,3S,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]propanoate 在 palladium on activated charcoal 氢气 、 二异丁基氢化铝 、 sodium cyanoborohydride 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 3-[(2R,3S,5R)-3-{3-[(2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-propylamino}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-propionaldehyde
  参考文献：
  名称：

  The synthesis of modified achiral internucleoside linkages: -NHCH2CH2- linked oligonucleosides

  摘要：

  A method for the synthesis of oligonucleosides uniformly linked by the NHCH2CH2 moiety is described. Syntheses of heterodimers and a thymidylate trimer along with relevant T(m) and nuclease resistance data are described.

  DOI：

  10.1016/s0040-4039(00)61716-1
• 作为产物：
  描述：

  3'-O-(叔丁基二甲基硅烷基)胸苷 在 palladium on activated charcoal 草酰氯 、 氢气 、 二甲基亚砜 、 三乙胺 作用下， 生成 ethyl 3-[(2R,3S,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]propanoate
  参考文献：
  名称：

  The synthesis of modified achiral internucleoside linkages: -NHCH2CH2- linked oligonucleosides

  摘要：

  A method for the synthesis of oligonucleosides uniformly linked by the NHCH2CH2 moiety is described. Syntheses of heterodimers and a thymidylate trimer along with relevant T(m) and nuclease resistance data are described.

  DOI：

  10.1016/s0040-4039(00)61716-1

文献信息

• The synthesis of modified achiral internucleoside linkages: -NHCH2CH2- linked oligonucleosides
  作者：Ashis K. Saha、Wayne Schairer、Cheryl Waychunas、C.V.C. Prasad、Mark Sardaro、Donald A. Upso、Lawrence I. Kruse

  DOI：10.1016/s0040-4039(00)61716-1

  日期：1993.9

  A method for the synthesis of oligonucleosides uniformly linked by the NHCH2CH2 moiety is described. Syntheses of heterodimers and a thymidylate trimer along with relevant T(m) and nuclease resistance data are described.