(Z)-2-[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]-1-trifluoromethyl-1-ethenyl(4-methoxyphenyl)amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-2-[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]-1-trifluoromethyl-1-ethenyl(4-methoxyphenyl)amine
• 英文别名: 4-methoxy-N-[(Z)-3,3,3-trifluoro-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]prop-1-en-2-yl]aniline
• 化学式: C₁₆H₁₉F₃N₂O₂
• 分子量: 328.334
• InChiKey: BGAZRJHYASJYPS-HRYODUOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (Z)-2-[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]-1-trifluoromethyl-1-ethenyl(4-methoxyphenyl)amine 在 zinc(II) iodide 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-methoxyphenyl{2,2,2-trifluoro-1-[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-ylmethyl]ethyl}amine 、 4-methoxyphenyl{2,2,2-trifluoro-1-[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-ylmethyl]ethyl}amine
  参考文献：
  名称：

  Novel strategy for the synthesis of fluorinated β-amino acid derivatives from Δ2-oxazolines

  摘要：

  Racemic and chiral non-racemic beta -fluoroalkyl-beta -amino acid derivatives have been prepared in two steps starting from 2-alkyl-Delta (2)-oxazolines and fluorinated imidoyl chlorides. Subsequent chemoselective reduction of the C-masked beta -enamino acid derivatives initially formed provided the target beta -amino acids. The process takes place with total chemoselectivity, high yields and satisfactory diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00539-7
• 作为产物：
  描述：

  (4S)-4-isopropyl-2-methyl-4,5-dihydro-1,3-oxazole 、 N-(4-Methoxyphenyl)trifluoroacetimidoyl Chloride 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以92%的产率得到(Z)-2-[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]-1-trifluoromethyl-1-ethenyl(4-methoxyphenyl)amine
  参考文献：
  名称：

  Novel strategy for the synthesis of fluorinated β-amino acid derivatives from Δ2-oxazolines

  摘要：

  Racemic and chiral non-racemic beta -fluoroalkyl-beta -amino acid derivatives have been prepared in two steps starting from 2-alkyl-Delta (2)-oxazolines and fluorinated imidoyl chlorides. Subsequent chemoselective reduction of the C-masked beta -enamino acid derivatives initially formed provided the target beta -amino acids. The process takes place with total chemoselectivity, high yields and satisfactory diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00539-7

文献信息

• Novel strategy for the synthesis of fluorinated β-amino acid derivatives from Δ2-oxazolines
  作者：Santos Fustero、Esther Salavert、Belén Pina、Carmen Ramı́rez de Arellano、Amparo Asensio

  DOI：10.1016/s0040-4020(01)00539-7

  日期：2001.7

  Racemic and chiral non-racemic beta -fluoroalkyl-beta -amino acid derivatives have been prepared in two steps starting from 2-alkyl-Delta (2)-oxazolines and fluorinated imidoyl chlorides. Subsequent chemoselective reduction of the C-masked beta -enamino acid derivatives initially formed provided the target beta -amino acids. The process takes place with total chemoselectivity, high yields and satisfactory diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.