methyl (4-isopropylphenyl)glycinate | 651749-26-7

• 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: methyl (4-isopropylphenyl)glycinate
• 英文别名: Methyl-2-(4-isopropylanilino)acetate；methyl 2-(4-propan-2-ylanilino)acetate
• CAS: 651749-26-7
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD11152270
• 分子量: 207.272
• InChiKey: LFMIEUGUWYAPNT-UHFFFAOYSA-N

物化性质

• 沸点：
  296.1±23.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (4-isopropylphenyl)glycinate 在 sodium methylate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 xylene 为溶剂， 生成 8-(4-{[4-Hydroxy-1-(4-isopropyl-phenyl)-2-oxo-2,5-dihydro-1H-pyrrole-3-carbonyl]-amino}-phenoxy)-octanoic acid
  参考文献：
  名称：

  Design, synthesis and In vitro evaluation of potent, novel, small molecule inhibitors of plasminogen activator inhibitor-1

  摘要：

  We have synthesized and evaluated a series of tetramic acid-based and hydroxvquinolinone-based inhibitors of plasminogen activator inhibitor-1 (PAI-1). These studies resulted in the identification of several compounds which showed excellent potency against PAI-1. The design, synthesis and SAR of these compounds are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00078-1
• 作为产物：
  描述：

  4-异丙基苯胺 、 溴乙酸甲酯 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 methyl (4-isopropylphenyl)glycinate
  参考文献：
  名称：

  甘氨酸酯与炔丙醇的氧化串联环化

  摘要：

  据报道， N-芳基甘氨酸酯与炔丙醇进行简单有效的有氧氧化（4+2）环化/芳构化/内酯化串联反应，得到喹啉稠合内酯。该反应也可以扩展到均炔醇。该转化在温和条件下进行很简单并且可扩展，并且两种反应组分都很容易获得。

  DOI：

  10.1021/acs.joc.3c00627

文献信息

• Ureido substituted benzoic acid compounds and their use for nonsense suppression and the treatment of disease
  申请人：Wilde G. Richard

  公开号：US20060167065A1

  公开（公告）日：2006-07-27

  The invention encompasses ureido substituted benzoic acid compounds, compositions comprising the compounds and methods for treating or preventing diseases associated with nonsense mutations of mRNA by administering these compounds or compositions.

  这项发明涵盖了尿素取代苯甲酸化合物，包括这些化合物的组合物以及通过给予这些化合物或组合物来治疗或预防与mRNA无义突变相关疾病的方法。
• Double-Oxidative Dehydrogenative (DOD) [4 + 2]-Cyclization/Oxidative Aromatization Tandem Reaction of Glycine Derivatives with Ethylbenzenes
  作者：Wei Jiang、Yajun Wang、Pengfei Niu、Zhengjun Quan、Yingpeng Su、Congde Huo

  DOI：10.1021/acs.orglett.8b01941

  日期：2018.8.3

  structure formation. A Cu(II)/DDQ/O2 system-catalyzed DOD [4 + 2]-annulation/oxidative aromatization tandem reaction of readily available glycine derivatives and alkylbenzenes was established. This approach facilitates rapid access to a broad scope of substituted quinoline-2-carboxylate derivatives, an important motif in drug discovery. The reaction could feasibly be applied to a 10 gram-scale synthesis

  双氧化脱氢（DOD）环化代表了最简单，最经济的环状结构形成方法之一。建立了Cu（II）/ DDQ / O 2系统催化的易得甘氨酸衍生物和烷基苯的DOD [4 + 2]环化/氧化芳构化串联反应。这种方法有助于快速获得广泛范围的取代的喹啉-2-羧酸衍生物，这是药物发现中的重要主题。该反应可以可行地应用于10克规模的合成。
• Double-Oxidative Dehydrogenative [4+2]-Cyclization/Dehydrogenation/Oxygenation Tandem Reaction of <i>N</i>-Arylglycine Derivatives with Cumenes
  作者：Wei Jiang、Shuocheng Wan、Yingpeng Su、Congde Huo

  DOI：10.1021/acs.joc.9b00506

  日期：2019.6.21

  most straightforward strategies for the synthesis of cyclic compounds. A novel approach to substituted 3,4-dihydroquinoline-3-one derivatives via a Cu(II)/DDQ/O2 system-catalyzed DOD [4+2]-cyclization/dehydrogenation/oxygenation cascade reaction of N-arylglycine derivatives, cumenes, and O2 has been developed.

  双氧化脱氢（DOD）环化是合成环状化合物最直接的策略之一。通过Cu（II）/ DDQ / O 2系统催化的N-芳基甘氨酸衍生物枯烯的DOD [4 + 2]-环化/脱氢/加氧级联反应取代3,4-二氢喹啉-3-酮衍生物的新方法，并且已经开发了O 2。
• USE OF SUBSTITUTED 2-AMIDOBENZIMIDAZOLES, 2-AMIDOBENZOXAZOLES AND 2-AMIDOBENZOTHIAZOLES OR SALTS THEREOF AS ACTIVE SUBSTANCES AGAINST ABIOTIC PLANT STRESS
  申请人：BAYER CROPSCIENCE AG

  公开号：US20150216168A1

  公开（公告）日：2015-08-06

  The use of substituted 2-amidobenzimidazoles, 2-amidobenzoxazoles and 2-amidobenzothiazoles of the general formula (I) or salts thereof where the radicals in the general formula (I) correspond to the definitions given in the description, for enhancing stress tolerance in plants to abiotic stress, for strengthening plant growth and/or for increasing plant yield, and to selected processes for preparing the compounds mentioned above.

  使用通式(I)中的取代2-酰胺苯并咪唑、2-酰胺苯并噁唑和2-酰胺苯并噻唑或其盐，其中通式(I)中的基团与描述中给出的定义相对应，用于增强植物对非生物胁迫的耐受性，加强植物生长和/或增加植物产量，并选择性地用于制备上述化合物的过程。
• Photocatalyzed Reverse Polarity Oxidative Povarov Reaction of Glycine Derivatives with Maleimides
  作者：Yongxin Zhang、Wei Jiang、Xiazhen Bao、Yifeng Qiu、Yong Yuan、Caixia Yang、Congde Huo

  DOI：10.1002/cjoc.202100401

  日期：2021.12

  An oxidative tandem (4+2)-cyclization/aromatization of N-aryl glycine derivatives with electron-deficient alkenes was first achieved using Ru(bpy)3Cl2 as a photocatalyst and TBHP as an oxidant in combination with visible-light irradiation by blue LEDs. One-electron oxidation and the following α-deprotonation of glycine derivatives afford α-amino alkyl radicals, which were then trapped by electrophilic

  使用 Ru(bpy) 3 Cl 2作为光催化剂和 TBHP 作为氧化剂，结合可见光照射，首次实现了N-芳基甘氨酸衍生物与缺电子烯烃的氧化串联 (4+2)-环化/芳构化蓝色 LED。单电子氧化和随后的甘氨酸衍生物的 α-去质子化得到 α-氨基烷基自由基，然后被亲电马来酰亚胺捕获。作为一种原子经济高效的方法，在温和的反应条件下，以良好的收率获得了多种吡咯并[3,4- c ]喹啉-1,3-二酮。