N-[3-(benzyldisulfanyl)-1-hydroxy-3-methylbutan-2-yl]-4-methylbenzenesulfonamide | 1190378-44-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[3-(benzyldisulfanyl)-1-hydroxy-3-methylbutan-2-yl]-4-methylbenzenesulfonamide
• CAS: 1190378-44-9
• 化学式: C₁₉H₂₅NO₃S₃
• 分子量: 411.61
• InChiKey: KVEYHUSQGNDGQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二苄基二硫 、 (3,3-dimethyl-1-tosylazirin-2-yl)methanol 在 benzyltrimethylammonium tetrathiomolybdate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以68%的产率得到N-[3-(benzyldisulfanyl)-1-hydroxy-3-methylbutan-2-yl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Direct Synthesis of Functionalized Unsymmetrical β-Sulfonamido Disulfides by Tetrathiomolybdate Mediated Aziridine Ring-Opening Reactions

  摘要：

  Direct synthesis of unsymmetrical beta-sulfonamido disulfides by ring-opening of aziridines by using benzyltriethyl-ammonium tetrathiomolybdate 1 as a sulfur transfer reagent in the presence of symmetrical disulfides as thiol equivalents has been reported. Reaction of benzyl and alkyl disulfides gave unsymmetrical beta-sulfonamido disulfides as the only product in very good yields. From the Study, it has been observed that aryl disulfides containing p-NO2, p-Cl, and p-CN led to the formation of the corresponding beta-aminosulfides as the exclusive products. However, un-substituted aryl disulfides and the one containing electron-donating substituents (p-Me) provide a mixture of beta-sulfonamido mono- and disulfides as the products.

  DOI：

  10.1021/jo901528e

文献信息

• Direct Synthesis of Functionalized Unsymmetrical β-Sulfonamido Disulfides by Tetrathiomolybdate Mediated Aziridine Ring-Opening Reactions
  作者：Devarajulu Sureshkumar、Venkataraman Ganesh、Ravindran Sasitha Vidyarini、Srinivasan Chandrasekaran

  DOI：10.1021/jo901528e

  日期：2009.10.16

  Direct synthesis of unsymmetrical beta-sulfonamido disulfides by ring-opening of aziridines by using benzyltriethyl-ammonium tetrathiomolybdate 1 as a sulfur transfer reagent in the presence of symmetrical disulfides as thiol equivalents has been reported. Reaction of benzyl and alkyl disulfides gave unsymmetrical beta-sulfonamido disulfides as the only product in very good yields. From the Study, it has been observed that aryl disulfides containing p-NO2, p-Cl, and p-CN led to the formation of the corresponding beta-aminosulfides as the exclusive products. However, un-substituted aryl disulfides and the one containing electron-donating substituents (p-Me) provide a mixture of beta-sulfonamido mono- and disulfides as the products.