3-benzoyl-1-[2-(1,3-benzothiazole-2-sulfonyl)-2-fluoroethyl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione | 1449219-40-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-benzoyl-1-[2-(1,3-benzothiazole-2-sulfonyl)-2-fluoroethyl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
• 英文别名: 1-[2-(1,3-Benzothiazol-2-ylsulfonyl)-2-fluoroethyl]-3-benzoyl-5-fluoropyrimidine-2,4-dione；1-[2-(1,3-benzothiazol-2-ylsulfonyl)-2-fluoroethyl]-3-benzoyl-5-fluoropyrimidine-2,4-dione
• CAS: 1449219-40-2
• 化学式: C₂₀H₁₃F₂N₃O₅S₂
• 分子量: 477.469
• InChiKey: ZLSANRDFNCBBOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-benzoyl-1-[2-(1,3-benzothiazole-2-sulfonyl)-2-fluoroethyl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione 、 苯甲醛 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以90%的产率得到
  参考文献：
  名称：

  Aza-Michael Access to Fluoroalkylidene Analogues of Biomolecules

  摘要：

  The synthesis of fluoroaminosulfones derived from piperidine and nucleic bases followed by the study of their chemical behavior in the modified Julia reaction are described. The resulting aminosulfones open a straightforward access to a series of new fluorinated biomolecules including a potent DPP-II inhibitor and acyclonucleoside analogues as potential enzyme inhibitors.

  DOI：

  10.1021/jo401356j
• 作为产物：
  描述：

  2-[(1-fluorovinyl)sulfonyl]-1,3-benzothiazole 在 吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 64.0h， 生成 3-benzoyl-1-[2-(1,3-benzothiazole-2-sulfonyl)-2-fluoroethyl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
  参考文献：
  名称：

  Aza-Michael Access to Fluoroalkylidene Analogues of Biomolecules

  摘要：

  The synthesis of fluoroaminosulfones derived from piperidine and nucleic bases followed by the study of their chemical behavior in the modified Julia reaction are described. The resulting aminosulfones open a straightforward access to a series of new fluorinated biomolecules including a potent DPP-II inhibitor and acyclonucleoside analogues as potential enzyme inhibitors.

  DOI：

  10.1021/jo401356j

文献信息

• Aza-Michael Access to Fluoroalkylidene Analogues of Biomolecules
  作者：Anaïs Prunier、Charlène Calata、Julien Legros、Jacques Maddaluno、Emmanuel Pfund、Thierry Lequeux

  DOI：10.1021/jo401356j

  日期：2013.8.16

  The synthesis of fluoroaminosulfones derived from piperidine and nucleic bases followed by the study of their chemical behavior in the modified Julia reaction are described. The resulting aminosulfones open a straightforward access to a series of new fluorinated biomolecules including a potent DPP-II inhibitor and acyclonucleoside analogues as potential enzyme inhibitors.