5-(2-benzylsulfanyl-2-phenylethyl)-3-methyl-4-nitroisoxazole | 1314230-98-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-(2-benzylsulfanyl-2-phenylethyl)-3-methyl-4-nitroisoxazole
• 英文别名: 5-(2-Benzylsulfanyl-2-phenylethyl)-3-methyl-4-nitro-1,2-oxazole；5-(2-benzylsulfanyl-2-phenylethyl)-3-methyl-4-nitro-1,2-oxazole
• CAS: 1314230-98-2
• 化学式: C₁₉H₁₈N₂O₃S
• 分子量: 354.43
• InChiKey: VALSYRBAQABWLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  97.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苄硫醇 、 5-styryl-4-nitro-3-methylisoxazole 在 哌啶 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以86%的产率得到5-(2-benzylsulfanyl-2-phenylethyl)-3-methyl-4-nitroisoxazole
  参考文献：
  名称：

  Studies on the reactivity of 3-methyl-4-nitro-5-styrylisoxazoles with S-nucleophiles

  摘要：

  We have investigated the reactivity of 3-methyl-4-nitro-5-styrylisoxazoles with S-nucleophiles. This study revealed that the title compounds were optimal Michael acceptors toward thiols. A procedure was also established to prepare isoxazole-containing sulfides in one-pot and without the use of chromatography. Isoxazole-containing sulfides were converted into the corresponding sulfones in high yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.007

文献信息

• Studies on the reactivity of 3-methyl-4-nitro-5-styrylisoxazoles with S-nucleophiles
  作者：Simone Bruschi、Maria Moccia、Mauro F.A. Adamo

  DOI：10.1016/j.tetlet.2011.05.007

  日期：2011.7

  We have investigated the reactivity of 3-methyl-4-nitro-5-styrylisoxazoles with S-nucleophiles. This study revealed that the title compounds were optimal Michael acceptors toward thiols. A procedure was also established to prepare isoxazole-containing sulfides in one-pot and without the use of chromatography. Isoxazole-containing sulfides were converted into the corresponding sulfones in high yield. (C) 2011 Elsevier Ltd. All rights reserved.