(E)-1-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-5-methyl-1H-pyrimidine-2,4-dione | 859793-28-5

• 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: (E)-1-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 859793-28-5
• 化学式: C₂₇H₃₂N₂O₃Si
• 分子量: 460.648
• InChiKey: MOLFRQFUANLCKW-HEHNFIMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.09
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-1-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-5-methyl-1H-pyrimidine-2,4-dione 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以91%的产率得到(E)-1-[2-(2-hydroxy-cyclobutylidene)-ethyl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of new nucleoside analogues comprising a methylenecyclobutane unit

  摘要：

  Synthesis of eight nucleoside analogues 3-10 with a methylene cyclobutane unit is described. Wittig or Peterson reactions with protected 2-hydroxycyclobutanones 12 and 13 gave E- and Z-derivatives, respectively. After functional modifications the heterocyclic moieties were introduced via a Mitsunobu reaction either on the lateral chain or on the cycle. When adenine was used in this reaction only the N-9 substitution products were obtained. Removal of the protecting groups provided the target products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.023
• 作为产物：
  描述：

  (E)-3-benzoyl-1-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-5-methyl-1H-pyrimidine-2,4-dione 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以80%的产率得到(E)-1-{2-[2-(tert-butyldiphenyl-silanyloxy)-cyclobutylidene]-ethyl}-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of new nucleoside analogues comprising a methylenecyclobutane unit

  摘要：

  Synthesis of eight nucleoside analogues 3-10 with a methylene cyclobutane unit is described. Wittig or Peterson reactions with protected 2-hydroxycyclobutanones 12 and 13 gave E- and Z-derivatives, respectively. After functional modifications the heterocyclic moieties were introduced via a Mitsunobu reaction either on the lateral chain or on the cycle. When adenine was used in this reaction only the N-9 substitution products were obtained. Removal of the protecting groups provided the target products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.023