3-(4-chlorophenyl)-5-oxopyrrolidine-2-carboxylic acid | 1026093-70-8

• 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: 3-(4-chlorophenyl)-5-oxopyrrolidine-2-carboxylic acid
• 英文别名: 3-(4-Chlorophenyl)-5-oxopyrrolidine-2-carboxylic acid
• CAS: 1026093-70-8
• 化学式: C₁₁H₁₀ClNO₃
• 分子量: 239.658
• InChiKey: SZOMBCQXORQIFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-{4-trifluoromethyl-2-[(S)-3-methyl-1-((S)-tert-butylsulfinylamino)butyl]phenyl}piperazine 、 3-(4-chlorophenyl)-5-oxopyrrolidine-2-carboxylic acid 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Design and synthesis of 3-arylpyrrolidine-2-carboxamide derivatives as melanocortin-4 receptor ligands

  摘要：

  Based on 3-phenylpropionamides, a series of 3-arylpyrrolidine-2-carboxamide derivatives was designed and synthesized to study the effect of cyclizations as melanocortin-4 receptor ligands. It was found that the 2R, 3R-pyrrolidine isomer possessed the most potent affinity among the four stereoisomers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.125
• 作为产物：
  描述：

  ethyl 5-oxo-3-(4-chlorophenyl)pyrrolidine-2-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以78%的产率得到3-(4-chlorophenyl)-5-oxopyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Design and synthesis of 3-arylpyrrolidine-2-carboxamide derivatives as melanocortin-4 receptor ligands

  摘要：

  Based on 3-phenylpropionamides, a series of 3-arylpyrrolidine-2-carboxamide derivatives was designed and synthesized to study the effect of cyclizations as melanocortin-4 receptor ligands. It was found that the 2R, 3R-pyrrolidine isomer possessed the most potent affinity among the four stereoisomers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.125

文献信息

• [EN] ACTIVATION OF CARBONYL &bgr;-CARBONS FOR CHEMICAL TRANSFORMATIONS<br/>[FR] ACTIVATION DE &Bgr;-CARBONES DE CARBONYLE POUR DES TRANSFORMATIONS CHIMIQUES
  申请人：UNIV NANYANG TECH

  公开号：WO2014142755A1

  公开（公告）日：2014-09-18

  The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.

  本发明涉及一种合成式(I)化合物的方法，包括：(i) 通过在碱的存在下，将式(II)化合物与式(III)化合物反应，激活式(II)化合物，以得到式(IV)化合物；以及(ii) 通过将式(IV)化合物与亲电试剂反应，得到式(I)化合物。本发明还涉及所述方法中使用的有机催化剂及其相应的用途。
• Activation of carbonyl beta-carbons for chemical transformations
  申请人：Nanyang Technological University

  公开号：US11306097B2

  公开（公告）日：2022-04-19

  The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.

  本发明涉及一种合成式（I）化合物的方法 的方法，包括： (i) 活化式（II）化合物 将所述式 (II) 化合物与式 (III) 化合物反应，得到如本文所定义的化合物 如本文所定义，在碱存在下，得到式（IV）化合物 如本文所定义；以及(ii)使式(IV)化合物与亲电子体反应，得到式(I)化合物。本发明进一步涉及所述方法中使用的有机催化剂及其各自的用途。
• ACTIVATION OF CARBONYL BETA-CARBONS FOR CHEMICAL TRANSFORMATIONS
  申请人：Nanyang Technological University

  公开号：US20160039827A1

  公开（公告）日：2016-02-11

  The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.
• Design and synthesis of 3-arylpyrrolidine-2-carboxamide derivatives as melanocortin-4 receptor ligands
  作者：Joe A. Tran、Fabio C. Tucci、Melissa Arellano、Wanlong Jiang、Caroline W. Chen、Dragan Marinkovic、Beth A. Fleck、Jenny Wen、Alan C. Foster、Chen Chen

  DOI：10.1016/j.bmcl.2008.01.125

  日期：2008.3

  Based on 3-phenylpropionamides, a series of 3-arylpyrrolidine-2-carboxamide derivatives was designed and synthesized to study the effect of cyclizations as melanocortin-4 receptor ligands. It was found that the 2R, 3R-pyrrolidine isomer possessed the most potent affinity among the four stereoisomers. (C) 2008 Elsevier Ltd. All rights reserved.