(3R,4R)-N-Cbz-3,4-二氟吡咯烷 | 790658-58-1

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (3R,4R)-N-Cbz-3,4-二氟吡咯烷
• 中文别名: (3R,4R)-3,4-二氟-1-吡咯烷甲酸苄酯
• 英文名称: (3R,4R)-benzyl 3,4-difluoropyrrolidine-1-carboxylate
• 英文别名: benzyl (3R,4R)-3,4-difluoropyrrolidine-1-carboxylate
• CAS: 790658-58-1
• 化学式: C₁₂H₁₃F₂NO₂
• 分子量: 241.238
• InChiKey: NCRXQCGIQTUUJZ-GHMZBOCLSA-N

物化性质

• 沸点：
  333 °C
• 密度：
  1.26
• 闪点：
  155 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 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：
  29.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4R)-N-Cbz-3,4-二氟吡咯烷 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 (3R,4R)-3,4-二氟吡咯烷
  参考文献：
  名称：

  Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors

  摘要：

  Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good pharmacokinetic properties and was orally active in an oral glucose tolerance test in lean mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.040
• 作为产物：
  描述：

  (3S,4S)-N-Cbz-3,4-二羟基吡咯烷 在 吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (3R,4R)-N-Cbz-3,4-二氟吡咯烷
  参考文献：
  名称：

  Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors

  摘要：

  Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good pharmacokinetic properties and was orally active in an oral glucose tolerance test in lean mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.040

文献信息

• Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors
  作者：Charles G. Caldwell、Ping Chen、Jiafang He、Emma R. Parmee、Barbara Leiting、Frank Marsilio、Reshma A. Patel、Joseph K. Wu、George J. Eiermann、Aleksandr Petrov、Huaibing He、Kathryn A. Lyons、Nancy A. Thornberry、Ann E. Weber

  DOI：10.1016/j.bmcl.2003.12.040

  日期：2004.3

  Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good pharmacokinetic properties and was orally active in an oral glucose tolerance test in lean mice. (C) 2004 Elsevier Ltd. All rights reserved.