(S)-2-trifluoroacetamido-1-(4-methylphenyl)-1-propanone | 571200-81-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-trifluoroacetamido-1-(4-methylphenyl)-1-propanone
• 英文别名: N-[(S)-4,alpha-Dimethylphenacyl]trifluoroacetamide；2,2,2-trifluoro-N-[(2S)-1-(4-methylphenyl)-1-oxopropan-2-yl]acetamide
• CAS: 571200-81-2
• 化学式: C₁₂H₁₂F₃NO₂
• 分子量: 259.228
• InChiKey: HGCPQSQOEKPQGE-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  (S)-2-trifluoroacetamido-1-(4-methylphenyl)-1-propanone 在 盐酸 、 异丙醇 作用下， 反应 12.0h， 以55%的产率得到(S)-2-Amino-1-(p-methylphenyl)-1-propanone hydrochloride
  参考文献：
  名称：

  A two-step method for the preparation of homochiral cathinones

  摘要：

  A simple method for the preparation of homochiral ring-substituted 1-aryl-2-aminopropanones 2 ('cathinones') is described, involving initial Friedel-Crafts acylation of aromatics with (S)- or (R)-N-trifluoroacetylalanyl chloride, followed by acid hydrolysis of the intermediate trifluoroacetamido intermediates 1. for which X-ray diffraction analysis confirmed the structures. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00317-3
• 作为产物：
  描述：

  N-(trifluoroacetyl)-L-alanine 在 吡啶 、 三氯化铝 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (S)-2-trifluoroacetamido-1-(4-methylphenyl)-1-propanone
  参考文献：
  名称：

  A two-step method for the preparation of homochiral cathinones

  摘要：

  A simple method for the preparation of homochiral ring-substituted 1-aryl-2-aminopropanones 2 ('cathinones') is described, involving initial Friedel-Crafts acylation of aromatics with (S)- or (R)-N-trifluoroacetylalanyl chloride, followed by acid hydrolysis of the intermediate trifluoroacetamido intermediates 1. for which X-ray diffraction analysis confirmed the structures. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00317-3

文献信息

• A two-step method for the preparation of homochiral cathinones
  作者：Mauricio Osorio-Olivares、Marcos Caroli Rezende、Silvia Sepúlveda-Boza、Bruce K. Cassels、Ricardo F. Baggio、Juan C. Muñoz-Acevedo

  DOI：10.1016/s0957-4166(03)00317-3

  日期：2003.6

  A simple method for the preparation of homochiral ring-substituted 1-aryl-2-aminopropanones 2 ('cathinones') is described, involving initial Friedel-Crafts acylation of aromatics with (S)- or (R)-N-trifluoroacetylalanyl chloride, followed by acid hydrolysis of the intermediate trifluoroacetamido intermediates 1. for which X-ray diffraction analysis confirmed the structures. (C) 2003 Elsevier Science Ltd. All rights reserved.