(R)-(+)-3-<4-<2-ethoxy>phenyl>-2-(2,2,2-trifluoroethoxy)propanoic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (R)-(+)-3-<4-<2-ethoxy>phenyl>-2-(2,2,2-trifluoroethoxy)propanoic acid
• 英文别名: SB-219993；(2R)-3-[4-[2-[1,3-benzoxazol-2-yl(methyl)amino]ethoxy]phenyl]-2-(2,2,2-trifluoroethoxy)propanoic acid
• 化学式: C₂₁H₂₁F₃N₂O₅
• 分子量: 438.403
• InChiKey: IRAAJHYKQDFNFO-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  85
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  <2R,N(1S)>-3-<4-<2-ethoxy>phenyl>-2-(2,2,2-trifluoroethoxy)-N-(2-hydroxy-1-phenylethyl)propanamide 在 硫酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以51%的产率得到(R)-(+)-3-<4-<2-ethoxy>phenyl>-2-(2,2,2-trifluoroethoxy)propanoic acid
  参考文献：
  名称：

  Non-thiazolidinedione antihyperglycaemic agents. Part 4: Synthesis of (±)-, (R)-(+)- and (S)-(−)-enantiomers of 2-oxy-3-arylpropanoic acids

  摘要：

  The synthesis of a new series of potent 2-oxy-3-arylpropanoic acid antihyperglycaemic agents in both racemic and non-racemic form is described. Resolution of racemic acids 1 is accomplished via amide formation with either (S)-2-phenylglycinol or (S)-4-benzyloxazolidin-2-one as complementary resolving agents. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00104-4

文献信息

• Non-thiazolidinedione antihyperglycaemic agents. Part 4: Synthesis of (±)-, (R)-(+)- and (S)-(−)-enantiomers of 2-oxy-3-arylpropanoic acids
  作者：David Haigh、Helen C Birrell、Barrie C.C Cantello、Richard M Hindley、Anantha Ramaswamy、Harshad K Rami、Nicola C Stevens

  DOI：10.1016/s0957-4166(99)00104-4

  日期：1999.4

  The synthesis of a new series of potent 2-oxy-3-arylpropanoic acid antihyperglycaemic agents in both racemic and non-racemic form is described. Resolution of racemic acids 1 is accomplished via amide formation with either (S)-2-phenylglycinol or (S)-4-benzyloxazolidin-2-one as complementary resolving agents. (C) 1999 Elsevier Science Ltd. All rights reserved.