N-2,2,2-trifluoroethyl pyruvamide | 194022-26-9

• 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: N-2,2,2-trifluoroethyl pyruvamide
• 英文别名: Propanamide, 2-oxo-N-(2,2,2-trifluoroethyl)-；2-oxo-N-(2,2,2-trifluoroethyl)propanamide
• CAS: 194022-26-9
• 化学式: C₅H₆F₃NO₂
• 分子量: 169.103
• InChiKey: ACVOMUZEQLEWPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-2,2,2-trifluoroethyl pyruvamide 在 Pt/Al₂O₃ 氢气 、 溶剂黄146 、 辛可尼丁 作用下， 反应 1.0h， 生成 (+)-N-2,2,2-trifluoroethyl lactamide 、 (+)-N-2,2,2-trifluoroethyl lactamide
  参考文献：
  名称：

  Enantioselective hydrogenation of α-ketoamides over Pt/Al2O3 modified by cinchona alkaloids

  摘要：

  Pyruvamide and its N-alkylated derivatives have been synthesised and hydrogenated enantioselectively to the corresponding alcohols over an alumina-supported Pt catalyst chirally modified by adsorbed cinchonidine. Depending on the substrate structure and reaction conditions, this catalyst system afforded ees up to 60%. This is the highest ee achieved hitherto with a solid catalyst in alpha-ketoamide hydrogenation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00211-5
• 作为产物：
  描述：

  2,2,2-三氟乙基胺 、 pyridinium 2,5-dihydro-2,5-dioxofuran-3-olate 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到N-2,2,2-trifluoroethyl pyruvamide
  参考文献：
  名称：

  Enantioselective hydrogenation of α-ketoamides over Pt/Al2O3 modified by cinchona alkaloids

  摘要：

  Pyruvamide and its N-alkylated derivatives have been synthesised and hydrogenated enantioselectively to the corresponding alcohols over an alumina-supported Pt catalyst chirally modified by adsorbed cinchonidine. Depending on the substrate structure and reaction conditions, this catalyst system afforded ees up to 60%. This is the highest ee achieved hitherto with a solid catalyst in alpha-ketoamide hydrogenation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00211-5

文献信息

• Enantioselective hydrogenation of α-ketoamides over Pt/Al2O3 modified by cinchona alkaloids
  作者：G.-Z. Wang、T. Mallat、A. Baiker

  DOI：10.1016/s0957-4166(97)00211-5

  日期：1997.7

  Pyruvamide and its N-alkylated derivatives have been synthesised and hydrogenated enantioselectively to the corresponding alcohols over an alumina-supported Pt catalyst chirally modified by adsorbed cinchonidine. Depending on the substrate structure and reaction conditions, this catalyst system afforded ees up to 60%. This is the highest ee achieved hitherto with a solid catalyst in alpha-ketoamide hydrogenation. (C) 1997 Elsevier Science Ltd.