3-phenylsulfanyl-3-(tert-butoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione | 1215725-42-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-phenylsulfanyl-3-(tert-butoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione
• 英文别名: Tert-butyl 1,4-dimethyl-3,6-dioxo-2-phenylsulfanylpiperazine-2-carboxylate
• CAS: 1215725-42-0
• 化学式: C₁₇H₂₂N₂O₄S
• 分子量: 350.439
• InChiKey: RVRQYFRFMUGYON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  92.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(phenylthio)-1H-1,2,4-triazole 、 tert-butyl 1,4-dimethyl-3,6-dioxopiperazine-2-carboxylate 在 奎宁 作用下， 以 甲苯 、 苯 为溶剂， 反应 48.0h， 以96%的产率得到3-phenylsulfanyl-3-(tert-butoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione
  参考文献：
  名称：

  Efficient organocatalytic α-sulfenylation of substituted piperazine-2,5-diones

  摘要：

  Organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported through the use of cinchona alkaloids as Lewis bases and electrophilic sulfur transfer reagents. 1-Phenylsulfanyl[1,2,4]triazole, a novel Sulfur transfer reagent, gave excellent product yields with a number of substituted piperazine-2,5-diones under mild conditions. Catalyst loading, stoichiometry Of Sulfur electrophile, temperature, and solvent were optimized to achieve high product yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.031