N-benzyl-3-hydroxy-2-(n-butylsulfanyl)propenamide | 1315568-36-5

• 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-benzyl-3-hydroxy-2-(n-butylsulfanyl)propenamide
• CAS: 1315568-36-5
• 化学式: C₁₄H₁₉NO₂S
• 分子量: 265.376
• InChiKey: OFOGWIRNFNPUTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.33
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N-benzyl-2-(n-butylthio)propanamide 在 N-氯代丁二酰亚胺 、 吗啉 、 盐酸 作用下， 以 甲苯 、 水 、 丙酮 为溶剂， 反应 1.75h， 以83%的产率得到N-benzyl-3-hydroxy-2-(n-butylsulfanyl)propenamide
  参考文献：
  名称：

  Selective β-oxidation of α-sulfanyl amides

  摘要：

  A selective beta-oxidation of a series of alpha-sulfanyl amides to the corresponding beta-oxo-alpha-sulfanyl amides is described. This selective efficient oxidation of an unfunctionalised methyl or methylene group occurs under mild conditions, involving three sequential transformations conducted without isolation of the intermediates. Critically neither the sulfur nor the reactive alpha-CH bond is affected in the overall process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.041

文献信息

• Selective β-oxidation of α-sulfanyl amides
  作者：Marie Kissane、Maureen Murphy、Lorraine M. Bateman、Daniel G. McCarthy、Anita R. Maguire

  DOI：10.1016/j.tet.2011.05.041

  日期：2011.7

  A selective beta-oxidation of a series of alpha-sulfanyl amides to the corresponding beta-oxo-alpha-sulfanyl amides is described. This selective efficient oxidation of an unfunctionalised methyl or methylene group occurs under mild conditions, involving three sequential transformations conducted without isolation of the intermediates. Critically neither the sulfur nor the reactive alpha-CH bond is affected in the overall process. (C) 2011 Elsevier Ltd. All rights reserved.