8-bromo-3-methyl-1-propyl-7-(1,1-dioxo-λ6-thietan-3-yl)-1H-purine-2,6(3H,7H)-dione | 1181206-89-2

• 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-1-propyl-7-(1,1-dioxo-λ6-thietan-3-yl)-1H-purine-2,6(3H,7H)-dione
• 英文别名: 8-bromo-3-methyl-1-propyl-7-(1,1-dioxo-λ⁶-thietan-3-yl)-1H-purine-2,6(3H,7H)-dione
• CAS: 1181206-89-2
• 化学式: C₁₂H₁₅BrN₄O₄S
• 分子量: 391.245
• InChiKey: TUOIUVLZNCIMJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.04
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  95.96
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  8-bromo-3-methyl-1-propyl-7-(1,1-dioxo-λ6-thietan-3-yl)-1H-purine-2,6(3H,7H)-dione 在 sodium 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成 3-methyl-8-(morpholin-4-yl)-1-propyl-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-1-propyl-7-(thietan-3-yl)-1H-purine-2,6(3H,7H)-dione 在 双氧水 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 1.0h， 以56%的产率得到8-bromo-3-methyl-1-propyl-7-(1,1-dioxo-λ6-thietan-3-yl)-1H-purine-2,6(3H,7H)-dione
  参考文献：
  名称：

  Thietane ring as a novel protecting group

  摘要：

  A novel protecting group for NH functionality of heterocycles, a thietane ring, was proposed. It can be readily introduced by alkylation of NH-heterocycles with 2-chloromethylthiirane. Removal of the thietane protecting group is performed via oxidation to thietane 1,1-dioxide with hydrogen peroxide in acetic acid and subsequent treatment with sodium alkoxide.

  DOI：

  10.1134/s1070428009010187