8-bromo-3-methyl-7-(1,1-dioxothietan-3-yl)-1-ethyl-3,7-dihydro-1H-pyrine-2,6-dione | 1236768-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-bromo-3-methyl-7-(1,1-dioxothietan-3-yl)-1-ethyl-3,7-dihydro-1H-pyrine-2,6-dione
• 英文别名: 8-Bromo-3-methyl-7-(1,1-dioxothietan-3-yl)-1-ethyl-1h-purine-2,6(3h,7h)-dione；8-bromo-7-(1,1-dioxothietan-3-yl)-1-ethyl-3-methylpurine-2,6-dione
• CAS: 1236768-71-0
• 化学式: C₁₁H₁₃BrN₄O₄S
• 分子量: 377.219
• InChiKey: GJLSWGDSLHNHNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-bromo-3-methyl-7-(1,1-dioxothietan-3-yl)-1-ethyl-3,7-dihydro-1H-pyrine-2,6-dione 、 苄胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以91%的产率得到8-(benzylamino)-7-(1,1-dioxo-1λ⁶-thietan-3-yl)-1-ethyl-3-methyl-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  Thietanyl protection in the synthesis of 1-alkyl-8-amino-3-methyl-3,7-dihydro-1H-purine-2,6-diones

  摘要：

  1-Alkyl-8-bromo-3-methyl-7-(1,1-dioxo-1 lambda(6)-thietan-3-yl)-3,7-dihydro-1H-purine-2,6-diones reacted with amines to give the corresponding 1-alkyl-8-amino-3-methyl-7-(1,1-dioxo-1 lambda(6)-thietan-3-yl)-3,7-dihydro-1H-purine-2,6-diones which were treated with sodium alkoxide to remove thietanyl protecting group with formation of 1-alkyl-8-amino-3-methyl-3,7-dihydro-1H-purine-2,6-diones possessing no substituent on N-7.

  DOI：

  10.1134/s1070428015100139
• 作为产物：
  描述：

  8-bromo-3-methyl-7-(thietan-3-yl)-1-ethyl-3,7-dihydro-1H-pyrine-2,6-dione 在 双氧水 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 0.5h， 以44%的产率得到8-bromo-3-methyl-7-(1,1-dioxothietan-3-yl)-1-ethyl-3,7-dihydro-1H-pyrine-2,6-dione
  参考文献：
  名称：

  Thietanyl protection in the synthesis of 1-alkyl-8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-diones

  摘要：

  The protection of the 7-NH group in 8-bromo-3-methyl-3,7-dihydro-1H-pyrine-2,6-dione during the synthesis of 7-ubsubstituted 1-alkyl-8-bromo-3-methyl-3,7-dihydro-1H-pyrine-2,6-diones with a thienyl group was applied that was introduced by the reaction with 2-chloromethylthiirane. The thietanyl protection was removed by treating with sodium alcoholate after the oxidation with hydrogen peroxide to thietane 1,1-dioxide group.

  DOI：

  10.1134/s1070428010050167