3-ethoxythietane 1,1-dioxide | 82299-33-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 3-ethoxythietane 1,1-dioxide
• 英文别名: 3-Ethoxythietane 1,1-dioxide
• CAS: 82299-33-0
• 化学式: C₅H₁₀O₃S
• 分子量: 150.199
• InChiKey: XRUJOXGPVLWFPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-bromo-1-butyl-3-methyl-7-(1,1-dioxothietan-3-yl)-3,7-dihydro-1H-pyrine-2,6-dione 在 sodium 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以74%的产率得到8-bromo-1-butyl-3-methyl-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

文献信息

• Thietanyl protection in the synthesis of 1-alkyl-8-amino-3-methyl-3,7-dihydro-1H-purine-2,6-diones
  作者：F. A. Khaliullin、Yu. V. Shabalina、R. M. Sharafutdinov

  DOI：10.1134/s1070428015100139

  日期：2015.10

  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.
• Thietanyl Protection in the Synthesis of 5-Aryloxy(sulfonyl)-3-bromo-1,2,4-triazoles
  作者：F. A. Khaliullin、E. E. Klen、N. N. Makarova

  DOI：10.1134/s1070428018120242

  日期：2018.12

  Previously unknown 5-aryloxy- and 5-benzenesulfonyl-3-bromo-1H-1,2,4-triazoles have been synthesized starting from 3,5-dibromo-1,2,4-triazole by successive alkylation with 2-chloromethylthiirane, nucleophilic substitution of the 5-bromine atom by phenoxy or phenylsulfanyl group, oxidation of the thietane sulfur atom with hydrogen peroxide, and removal of the thietanyl protecting group by treatment with sodium ethoxide.
• Thietane ring as a novel protecting group
  作者：F. A. Khaliullin、E. E. Klen

  DOI：10.1134/s1070428009010187

  日期：2009.1

  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.