Tert-butyl 2-hydroxy-4-(4-nitrophenyl)pyrrolidine-1-carboxylate | 765298-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: Tert-butyl 2-hydroxy-4-(4-nitrophenyl)pyrrolidine-1-carboxylate
• CAS: 765298-86-0
• 化学式: C₁₅H₂₀N₂O₅
• 分子量: 308.334
• InChiKey: QUDPVYQKHFSQQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-hydroxy-4-(4-nitrophenyl)pyrrolidine-1-carboxylate 在 盐酸 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 18.0h， 生成 [3-Carboxy-2-(4-nitrophenyl)propyl]azanium;chloride
  参考文献：
  名称：

  Heck arylations of N -acyl-3-pyrroline and N -acyl-1,2,5,6-tetrahydropyridine with aryldiazonium salts. Short syntheses of aryl γ- and δ-lactams, baclofen, homobaclofen and analogues

  摘要：

  Heck arylation of N-acyl-3-pyrrolines and an N-acyl-tetrahydropyridine with aryldiazonium tetrafluoroborates under phosphine-free conditions proceeded smoothly to give alpha-hydroxycarbamates (hemiaminals) or alpha-alkoxycarbamates which were oxidized to the desired gamma- and delta-lactams. Acidic hydrolysis of the gamma-lactams produced a series of arylated GABA derivatives, including baclofen, a useful therapeutic drug. in only three steps with ail overall yield of 63 76%, Starting from N-acyl-tetrahydropyridine, aryl-delta-lactams and higher homologues of baclofen can be obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02267-5
• 作为产物：
  描述：

  4-nitrobenzenediazonium tetrafluoroborate 、 N-Boc-3-吡咯啉 在 palladium diacetate 水 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 Tert-butyl 2-hydroxy-4-(4-nitrophenyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Carpes, Marcos José S.; Correia, Carlos Roque D., Synlett, 2000, # 7, p. 1037 - 1039

  摘要：

  DOI：

文献信息

• Carpes, Marcos José S.; Correia, Carlos Roque D., Synlett, 2000, # 7, p. 1037 - 1039
  作者：Carpes, Marcos José S.、Correia, Carlos Roque D.

  DOI：——

  日期：——
• TRICYCLIC COMPOUNDS
  申请人：[en]SCHRÖDINGER, INC.

  公开号：WO2024107393A1

  公开（公告）日：2024-05-23

  The present application relates to compounds of Formula (I), as defined herein, and pharmaceutically acceptable salts thereof. The present application also describes pharmaceutical composition comprising a compound of Formula (I), and pharmaceutically acceptable salts thereof, and methods of using the compounds and compositions for treating diseases such as cancer.
• Microwave-Assisted Heck Arylations of Non-Activated<i>N</i>-Acyl-3-pyrrolines with Arenediazonium Tetrafluoroborates
  作者：Fernanda G. Finelli、Marla N. Godoi、Carlos R. D. Correia

  DOI：10.5935/0103-5053.20150051

  日期：——

  Successful Heck-Matsuda arylations of non-activated olefins applying microwave irradiation as an alternative heating mode are presented. Cleaner reactions were performed with arenediazonium tetrafluoroborates bearing electron-donating and electron-withdrawing groups in good to excellent yields with reaction times reduced from 3.5-18 h to 12-30 min.
• Heck arylations of N -acyl-3-pyrroline and N -acyl-1,2,5,6-tetrahydropyridine with aryldiazonium salts. Short syntheses of aryl γ- and δ-lactams, baclofen, homobaclofen and analogues
  作者：Marcos José S. Carpes、Carlos Roque D. Correia

  DOI：10.1016/s0040-4039(01)02267-5

  日期：2002.1

  Heck arylation of N-acyl-3-pyrrolines and an N-acyl-tetrahydropyridine with aryldiazonium tetrafluoroborates under phosphine-free conditions proceeded smoothly to give alpha-hydroxycarbamates (hemiaminals) or alpha-alkoxycarbamates which were oxidized to the desired gamma- and delta-lactams. Acidic hydrolysis of the gamma-lactams produced a series of arylated GABA derivatives, including baclofen, a useful therapeutic drug. in only three steps with ail overall yield of 63 76%, Starting from N-acyl-tetrahydropyridine, aryl-delta-lactams and higher homologues of baclofen can be obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.