3-hydroxy-3-(4-nitrophenyl)propanoic acid | 90564-32-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-hydroxy-3-(4-nitrophenyl)propanoic acid
• 英文别名: 3-Hydroxy-3-(4-nitrophenyl)propanoic acid
• CAS: 90564-32-2
• 化学式: C₉H₉NO₅
• 分子量: 211.174
• InChiKey: ASJCKPHOHRBZJI-UHFFFAOYSA-N

物化性质

• 熔点：
  119-122 °C
• 沸点：
  435.9±40.0 °C(Predicted)
• 密度：
  1.471±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  硫酸 、 3-hydroxy-3-(4-nitrophenyl)propanoic acid 生成 对硝基肉桂酸
  参考文献：
  名称：

  Calculation of the fundamental frequencies of a rotating long vertical rod

  摘要：

  A method is proposed for calculation of the complex eigenvalues of a boundary-value problem that describes the rotation of a long vertical partially compressed rod subject to the action of dead weight and torque. The solution of the problem is sought for two sections of the rod in the form of asymptotic expansions in a small parameter, which are then joined at a certain point. The results obtained are discussed and compared with the results of other studies. The method may be used for analysis of the rotation of a long vertical pipe in deep-well drilling.

  DOI：

  10.1007/bf02681926
• 作为产物：
  描述：

  3-溴-3-(对硝基苯基)丙酸 在 氢氧化钾 作用下， 生成 3-hydroxy-3-(4-nitrophenyl)propanoic acid
  参考文献：
  名称：

  Basler, Chemische Berichte, 1884, vol. 17, p. 1495

  摘要：

  DOI：

文献信息

• Acetic Acid Aldol Reactions in the Presence of Trimethylsilyl Trifluoromethanesulfonate
  作者：C. Wade Downey、Miles W. Johnson、Daniel H. Lawrence、Alan S. Fleisher、Kathryn J. Tracy

  DOI：10.1021/jo100828c

  日期：2010.8.6

  TMSOTf and a trialkylamine base, acetic acid undergoes aldol addition to non-enolizable aldehydes under exceptionally mild conditions. Acidic workup yields the β-hydroxy carboxylic acid. The reaction appears to proceed via a three-step, one-pot process, including in situ trimethylsilyl ester formation, bis-silyl ketene acetal formation, and TMSOTf-catalyzed Mukaiyama aldol addition. Independently synthesized

  在TMSOTf和三烷基胺碱的存在下，乙酸在异常温和的条件下会发生醛醇加成到不可烯化的醛中的现象。酸性后处理产生β-羟基羧酸。该反应似乎通过三步一锅法进行，包括原位形成三甲基甲硅烷基酯，形成双甲硅烷基烯酮缩醛和TMSOTf催化的Mukaiyama醛醇缩合。独立合成的TMSOAc在相似条件下也经历了羟醛加成反应。
• Evaluation of a new protocol for enzymatic dynamic kinetic resolution of 3-hydroxy-3-(aryl)propanoic acids
  作者：Dominik Koszelewski、Małgorzata Zysk、Anna Brodzka、Anna Żądło、Daniel Paprocki、Ryszard Ostaszewski

  DOI：10.1039/c5ob01380a

  日期：——

  The application of tandem metal–enzyme dynamic kinetic resolution (DKR) is a powerful tool for the manufacture of high-value chemical commodities. A new protocol of kinetic resolution based on irreversible enzymatic esterification of carboxylic acids with orthoesters was introduced to obtain optically active β-hydroxy esters. This procedure was combined with metal catalyzed racemization of the target

  串联金属-酶动态动力学拆分（DKR）的应用是制造高价值化学商品的强大工具。引入了基于羧酸与原酸酯的不可逆酶促酯化反应的动力学拆分新方案，以获得旋光性β-羟基酯。该方法与目标底物的金属催化消旋作用相结合，从而提供了3-羟基-3-（4-硝基苯基）丙酸乙酯的（R）和（S）对映异构体，在40°C下的产率为89％。注意到了酶类型，有机助溶剂和金属催化剂对酶动态动力学拆分的转化率和对映选择性的重大影响。
• Choline chloride based eutectic solvents: Magical catalytic system for carbon–carbon bond formation in the rapid synthesis of β-hydroxy functionalized derivatives
  作者：Balvant Shyam Singh、Hyacintha Rennet Lobo、Ganapati Subray Shankarling

  DOI：10.1016/j.catcom.2012.03.021

  日期：2012.7

  Significant beta-hydroxy functionalized derivatives including nitroaldols, beta-hydroxy nitriles and beta-hydroxy carboxylic acids were successfully prepared, for the first time, by catalytic use of deep eutectic solvents (DES). This paper explores the versatility and effectiveness of DES as catalyst in three different carbon-carbon bond formation reactions. The uniqueness of this catalyst lies in its simplicity since it avoids expensive catalysts and multi-step synthesis as reported in literature. The compounds, which are potent intermediates for innumerable useful products, were synthesized in excellent yields within very short reaction times. The catalyst prepared from choline chloride and urea, is biodegradable, non-toxic, cost-effective and recyclable. (C) 2012 Elsevier B.V. All rights reserved.
• Einhorn; Prausnitz, Chemische Berichte, 1884, vol. 17, p. 1660,1661
  作者：Einhorn、Prausnitz

  DOI：——

  日期：——
• [EN] SHORT CHAIN FATTY ACIDS AND THEIR DERIVATIVES FOR USE IN TREATMENT IMMUNOGENIC DISORDERS<br/>[FR] ACIDES GRAS À CHAÎNE COURTE ET LEURS DÉRIVÉS À UTILISER DANS LE TRAITEMENT DE TROUBLES IMMUNOGÈNES
  申请人：PROPONENT BIOTECH GMBH

  公开号：WO2012131069A1

  公开（公告）日：2012-10-04

  The present invention relates to short chain fatty acids (SCFA) for modulating a Th2 immune response towards a Th1 immune response for prevention and/or amelioration of viral infections and as an adjuvant for promoting the efficiency of vaccines and/or prevention of allergic diseases or disorders, particularly of a disease or disorder mediated by T helper 2 (Th2) cell-derived cytokines, including, without being limited to, !L-4. IL-5, IL-6, IL-8, IL-10 and IL-13, but particularly for use in the treatment of IL-4 and/or IL-8 and/or IgE mediated diseases or disorders and/or eosinophilic diseases or disorders.