1-[(2S,3S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethoxy-5-oxo-tetrahydro-pyran-3-yl]-5-methyl-1H-pyrimidine-2,4-dione | 192062-69-4

• 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: 1-[(2S,3S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethoxy-5-oxo-tetrahydro-pyran-3-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 192062-69-4
• 化学式: C₁₉H₃₂N₂O₆Si
• 分子量: 412.558
• InChiKey: CGRRLMKIYFSKOV-LXZKKBNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  99.62
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-[(2S,3S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethoxy-5-oxo-tetrahydro-pyran-3-yl]-5-methyl-1H-pyrimidine-2,4-dione 在 sodium tetrahydroborate 、 四丁基氟化铵 作用下， 生成 1-((2S,3S,5R,6R)-2-Ethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Isonucleosides by Michael addition of pyrimidine bases on 2,6-disubstituted 2H-pyran-3(6H)-ones

  摘要：

  A short, stereocontrolled convergent synthesis of pyranosyl isonucleosides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomeric ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides analogues. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00859-9
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 4-二甲氨基吡啶 、 重铬酸吡啶 、 N,O-双三甲硅基乙酰胺 、 三氟甲磺酸三甲基硅酯 、 三乙胺 作用下， 反应 2.0h， 生成 1-[(2S,3S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethoxy-5-oxo-tetrahydro-pyran-3-yl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Isonucleosides by Michael addition of pyrimidine bases on 2,6-disubstituted 2H-pyran-3(6H)-ones

  摘要：

  A short, stereocontrolled convergent synthesis of pyranosyl isonucleosides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomeric ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides analogues. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00859-9