D-2-phenyl-2-(thiophene-2-carbonylamino)acetamide | 884860-66-6

• 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: D-2-phenyl-2-(thiophene-2-carbonylamino)acetamide
• 英文别名: N-[(1R)-2-Amino-2-oxo-1-phenylethyl]-2-thiophenecarboxamide；N-[(1R)-2-amino-2-oxo-1-phenylethyl]thiophene-2-carboxamide
• CAS: 884860-66-6
• 化学式: C₁₃H₁₂N₂O₂S
• 分子量: 260.316
• InChiKey: LSUXUKDAWQJQGK-LLVKDONJSA-N

物化性质

• 沸点：
  564.3±50.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D-2-phenyl-2-(thiophene-2-carbonylamino)acetamide 在 劳森试剂 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.75h， 生成 2-thienyl-4-phenyl-5-(trifluoroacetylamino)thiazole
  参考文献：
  名称：

  Synthesis of 5-aminothiazoles as building blocks for library synthesis

  摘要：

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.004
• 作为产物：
  描述：

  2-噻吩甲酰氯 、 左旋苯甘氨酸酰胺 在 N-乙基吗啉 、 吡啶 作用下， 生成 D-2-phenyl-2-(thiophene-2-carbonylamino)acetamide
  参考文献：
  名称：

  Synthesis of 5-aminothiazoles as building blocks for library synthesis

  摘要：

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.004