1-(4-硝基苄基)吡咯烷-2-羧酸 | 1133437-55-4

• 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
• 中文名称: 1-(4-硝基苄基)吡咯烷-2-羧酸
• 英文名称: 1-(4-nitrobenzyl)pyrrolidine-2-carboxylic acid
• 英文别名: 1-[(4-Nitrophenyl)methyl]-DL-proline；1-[(4-nitrophenyl)methyl]pyrrolidine-2-carboxylic acid
• CAS: 1133437-55-4
• 化学式: C₁₂H₁₄N₂O₄
• mdl: MFCD08443223
• 分子量: 250.254
• InChiKey: ZIYBPDLTFLTPFX-UHFFFAOYSA-N

物化性质

• 沸点：
  436.9±40.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  86.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-溴-2-萘酚 、 1-(4-硝基苄基)吡咯烷-2-羧酸 在 二叔丁基过氧化物 、 iron(II) sulfate 作用下， 以 甲苯 为溶剂， 以31%的产率得到1-(1-(4-nitrobenzyl)pyrrolidin-2-yl)-6-bromonaphthalen-2-ol
  参考文献：
  名称：

  A Novel Iron-Catalyzed Decarboxylative Csp³−Csp² Coupling of Proline Derivatives and Naphthol

  摘要：

  A novel iron-catalyzed intermolecular decarboxylative Csp(3)-Csp(2) coupling reaction using proline derivatives as starting materials is developed. In this process, a series of potentially useful ligands (tertiary aminonaphthol) for catalysis was obtained.

  DOI：

  10.1021/ol901129v

文献信息

• Recyclable Copper-Catalyzed Decarboxylative C–C Coupling of the sp3-Hybridized Carbon Atoms of α-Amino Acids
  作者：Ruonan Zhao、Jianying Li、Bin Huang、Mingzhong Cai

  DOI：10.1007/s10562-022-03936-1

  日期：2023.1

  A highly efficient heterogeneous copper(I)-catalyzed decarboxylative C–C coupling of α-amino acids with various carbon nucleophiles has been developed that proceeds smoothly in toluene at 110 °C by using an 2-aminoethylamino-modified SBA-15-supported copper(I) bromide complex as the catalyst and di-tert-butyl peroxide as the oxidant and provides a novel and practical approach for the synthesis of diverse

  通过使用 2-氨基乙基氨基修饰的 SBA-15 负载的铜，开发了一种高效的多相铜（I）催化的α-氨基酸与各种碳亲核试剂的脱羧 C-C 偶联，该偶联在 110 °C 的甲苯中顺利进行(I)以溴化物络合物为催化剂，过氧化二叔丁基为氧化剂，为高收率合成多种炔丙胺类、吲哚基吡咯烷类、哌啶类、β-硝基胺类化合物提供了一种新颖实用的方法。新型非均相铜（I）催化剂可以通过简单的程序从商业上容易获得且廉价的试剂中轻松制备，并且表现出比均相 CuBr / TMEDA 体系略高的催化活性并且可以循环至少 8 次而没有任何明显的损失催化效率。 图形概要 以 SBA-15 负载的溴化铜 (I) 配合物为催化剂，开发了一种可回收的铜 (I) 催化的 α-氨基酸与各种碳亲核试剂的脱羧 C-C 偶联，提供了一种新颖实用的方法各种炔丙胺、吲哚基吡咯烷和哌啶以及β-硝基胺的合成。
• Substrates and inhibitors of prolyl oligopeptidase and methods of use thereof
  申请人：The Board of Regents of the University of Oklahoma

  公开号：US10155789B2

  公开（公告）日：2018-12-18

  Inhibitors of fibroblast activation protein alpha (FAP) and Prolyl Oligopeptidase (POP) are disclosed, along with their use in various therapies related to conditions, diseases, and disorders involving abnormal cell proliferation such as malignancies and angiogenesis, and in neural disorders such as Alzheimer's disease. Stalk portions of the inhibitor molecules, and substrates of FAP and POP, are also disclosed and may be used, for example, in screening methods for identifying such inhibitors.

  本研究公开了成纤维细胞活化蛋白α（FAP）和脯氨酰寡肽酶（POP）的抑制剂，以及它们在涉及异常细胞增殖（如恶性肿瘤和血管生成）的条件、疾病和紊乱以及神经紊乱（如阿尔茨海默病）的各种疗法中的用途。此外，还公开了抑制剂分子的柄部分以及 FAP 和 POP 的底物，例如，可用于识别此类抑制剂的筛选方法。
• Method of inhibiting activity of cell surface fibroblast activation protein alpha
  申请人：The Board of Regents of the University of Oklahoma

  公开号：US10174077B2

  公开（公告）日：2019-01-08

  The presently disclosed inventive concept(s) include inhibitors of antiplasmin cleaving enzyme (APCE) and fibroblast activation protein alpha (FAP) which can be used in various therapies related to disorders of fibrin and α2-antiplasmin and abnormal cell proliferation. The presently disclosed inventive concept(s) also include substrates of APCE and FAP, which may be used, for example, in screening methods for identifying such inhibitors. The presently disclosed inventive concept(s) further include, but are not limited to, methods of treating or inhibiting atherosclerosis and thrombus disorders by altering the ratios of types of plasma α2-antiplasmin and to methods of treating conditions involving abnormal cell proliferation such as cancers.

  本发明公开的发明概念包括抗蛋白溶解酶（APCE）和成纤维细胞活化蛋白α（FAP）的抑制剂，这些抑制剂可用于与纤维蛋白和α2-抗蛋白溶解酶紊乱以及异常细胞增殖有关的各种治疗中。本发明公开的发明构思还包括 APCE 和 FAP 的底物，例如，可用于鉴定此类抑制剂的筛选方法中。目前公开的发明概念还包括但不限于通过改变血浆α2-抗蛋白酶类型的比例来治疗或抑制动脉粥样硬化和血栓疾病的方法，以及治疗涉及异常细胞增殖（如癌症）的病症的方法。
• The Copper-Catalyzed Decarboxylative Coupling of the sp³-Hybridized Carbon Atoms of α-Amino Acids
  作者：Hai-Peng Bi、Liang Zhao、Yong-Min Liang、Chao-Jun Li

  DOI：10.1002/anie.200805122

  日期：2009.1.12
• SUBSTRATES AND INHIBITORS OF ANTIPLASMIN CLEAVING ENZYME AND METHODS OF USE
  申请人：McKee, Patrick A.

  公开号：EP2038653A2

  公开（公告）日：2009-03-25