(2R,4R)-4-[(3-fluorophenyl)methyl]pyrrolidine-2-carboxylic acid | 1314028-41-5

• 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: (2R,4R)-4-[(3-fluorophenyl)methyl]pyrrolidine-2-carboxylic acid
• CAS: 1314028-41-5
• 化学式: C₁₂H₁₄FNO₂
• 分子量: 223.247
• InChiKey: RGFRGRZSMVXTLF-MWLCHTKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate 在 盐酸 、 platinum(IV) oxide 、 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 三氯异氰尿酸 、 potassium tert-butylate 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 1.0h， 生成 (2R,4R)-4-[(3-fluorophenyl)methyl]pyrrolidine-2-carboxylic acid 、
  参考文献：
  名称：

  Part 3: Design and synthesis of proline-derived α2δ ligands

  摘要：

  A potent series of substituted (2S,4S)-benzylproline alpha(2)delta ligands have been designed from the readily available starting material (2S,4R)-hydroxy-L-proline. The ligands have improved pharmacokinetic profile over the (4S)-phenoxyproline derivatives described previously and have potential for development as oral agents for the treatment of neuropathic pain. Compound 16 has been progressed to clinical development. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.058

文献信息

• Part 3: Design and synthesis of proline-derived α2δ ligands
  作者：David J. Rawson、Delphine Brugier、Anthony Harrison、Jo Hough、Julie Newman、Joe Otterburn、Graham N. Maw、Jenny Price、Lisa R. Thompson、Paul Turnpenny、Andrew N. Warren

  DOI：10.1016/j.bmcl.2011.04.058

  日期：2011.6

  A potent series of substituted (2S,4S)-benzylproline alpha(2)delta ligands have been designed from the readily available starting material (2S,4R)-hydroxy-L-proline. The ligands have improved pharmacokinetic profile over the (4S)-phenoxyproline derivatives described previously and have potential for development as oral agents for the treatment of neuropathic pain. Compound 16 has been progressed to clinical development. (C) 2011 Elsevier Ltd. All rights reserved.