N-[2-(3,4-dimethoxyphenyl)ethyl]-N-trifluoromethanesulfonyl phenylglycine | 193689-47-3

• 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-(3,4-dimethoxyphenyl)ethyl]-N-trifluoromethanesulfonyl phenylglycine
• 英文别名: 2-[2-(3,4-Dimethoxyphenyl)ethyl-(trifluoromethylsulfonyl)amino]-2-phenylacetic acid
• CAS: 193689-47-3
• 化学式: C₁₉H₂₀F₃NO₆S
• 分子量: 447.432
• InChiKey: OKIMPTOWKGGPOU-UHFFFAOYSA-N

物化性质

• 沸点：
  537.8±60.0 °C(Predicted)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-[2-(3,4-dimethoxyphenyl)ethyl]-N-trifluoromethanesulfonyl phenylglycine 在 phosphorus pentoxide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以70%的产率得到7,8-Dimethoxy-2-phenyl-3-trifluoromethanesulfonyl-2,3,4,5-tetrahydro-benzo[d]azepin-1-one
  参考文献：
  名称：

  Use of the Triflamide Group for Friedel-Crafts Acylation of N-(b-Phenethyl)amino Acids to 3-Benzazepine Derivatives

  摘要：

  Triflamides of N-(beta-phenethyl)amino acids (1) were treated with P2O5 under the Friedel-Crafts acylation conditions to give the 3-benzazepines in good yields. N-(beta-Phenethyl)-N-triflylvaline (If) and phenylglycine (1g) were efficiently prepared from the corresponding N-triflylamino acids and beta-phenethyl alcohol via the Mitsunobu reaction.

  DOI：

  10.3987/com-97-7803
• 作为产物：
  描述：

  (S)-α-phenylglycine benzyl ester 在 palladium on activated charcoal 氢气 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 15.3h， 生成 N-[2-(3,4-dimethoxyphenyl)ethyl]-N-trifluoromethanesulfonyl phenylglycine
  参考文献：
  名称：

  Use of the Triflamide Group for Friedel-Crafts Acylation of N-(b-Phenethyl)amino Acids to 3-Benzazepine Derivatives

  摘要：

  Triflamides of N-(beta-phenethyl)amino acids (1) were treated with P2O5 under the Friedel-Crafts acylation conditions to give the 3-benzazepines in good yields. N-(beta-Phenethyl)-N-triflylvaline (If) and phenylglycine (1g) were efficiently prepared from the corresponding N-triflylamino acids and beta-phenethyl alcohol via the Mitsunobu reaction.

  DOI：

  10.3987/com-97-7803

文献信息

• Use of the Triflamide Group for Friedel-Crafts Acylation of N-(b-Phenethyl)amino Acids to 3-Benzazepine Derivatives
  作者：Masami Kawase、Noboru Motohashi、Masayuki Niwa、Masakatsu Nozaki

  DOI：10.3987/com-97-7803

  日期：——

  Triflamides of N-(beta-phenethyl)amino acids (1) were treated with P2O5 under the Friedel-Crafts acylation conditions to give the 3-benzazepines in good yields. N-(beta-Phenethyl)-N-triflylvaline (If) and phenylglycine (1g) were efficiently prepared from the corresponding N-triflylamino acids and beta-phenethyl alcohol via the Mitsunobu reaction.