2-ethyl-4-oxo-4-phenylbutanoic acid | 56615-45-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-ethyl-4-oxo-4-phenylbutanoic acid
• 英文别名: β-Benzoyl-α-aethyl-propionsaeure；2-ethyl-4-oxo-4-phenyl-butyric acid；2-Aethyl-4-oxo-4-phenyl-buttersaeure；α-Oxo-α-phenyl-pentan-γ-carbonsaeure；α-Aethyl-β-benzoyl-propionsaeure；α-Phenacyl-buttersaeure；Aethyl-phenacyl-essigsaeure
• CAS: 56615-45-3
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: XPWKYNLIRXTSOZ-UHFFFAOYSA-N

物化性质

• 熔点：
  85 °C(Solv: ligroine (8032-32-4))
• 沸点：
  371.9±25.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-ethyl-4-oxo-4-phenylbutanoic acid 在 palladium on activated charcoal PPA 、 硫酸 作用下， 以 乙醚 为溶剂， 生成 2-乙基-1,4-二甲基萘
  参考文献：
  名称：

  448.在芳构化反应中消除非角烷基。第四部分

  摘要：

  DOI：

  10.1039/jr9600002230
• 作为产物：
  描述：

  diethyl (benzoylmethyl)ethylmalonate 在 potassium carbonate 作用下， 生成 2-ethyl-4-oxo-4-phenylbutanoic acid
  参考文献：
  名称：

  Dittrich; Paal, Chemische Berichte, 1888, vol. 21, p. 3455

  摘要：

  DOI：

文献信息

• Verfahren zur stereoselektiven Reduktion von 4-Aryl-4-oxobutansäure-derivaten
  申请人：BAYER AG

  公开号：EP1369410A1

  公开（公告）日：2003-12-10

  Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung stereoisomerenangereicherter 4-Aryl-4-hydroxybutansäurederivate durch Reduktion von 4-Aryl-4-ketobutansäurederivaten in Gegenwart von Ruthenium enthaltenden Katalysatoren, von mindestens einem Amin, und von Ameisensäure, Formiaten oder Mischungen davon.

  这项发明涉及一种通过在含有钌催化剂、至少一种胺和甲酸、甲酸盐或其混合物存在下还原4-芳基-4-酮丁酸衍生物以制备立体异构体富集的4-芳基-4-羟基丁酸衍生物的方法。
• Method for chemical transformation using a mutated enzyme
  申请人：Rozzell David J.

  公开号：US20080076162A1

  公开（公告）日：2008-03-27

  Methods for chemically transforming compounds using a mutated enzyme are provided, and more particularly a method for the production of an amino acid from a target 2-ketoacid, the production of an amine from a target ketone and the production of an alcohol from a target ketone. The methods comprise creating a mutated enzyme that catalyzes the reductive amination or transamination of the target 2-ketoacid or ketone or the reduction of the ketone and providing the mutated enzyme in a reaction mixture comprising the target 2-ketoacid or ketone under conditions sufficient to permit the formation of the desired amino acid, amine or alcohol to thereby produce the amino acid, amine or alcohol.

  提供了一种利用突变酶化学转化化合物的方法，特别是一种从目标2-酮酸生产氨基酸的方法，从目标酮生产胺的方法和从目标酮生产醇的方法。这些方法包括创建一个催化目标2-酮酸或酮的还原胺化或转氨化或酮还原的突变酶，并在包含目标2-酮酸或酮的反应混合物中提供突变酶，在足够的条件下促使所需的氨基酸，胺或醇的形成，从而生产氨基酸，胺或醇。
• Magnesium-Promoted Reductive Carboxylation of Aryl Vinyl Ketones: Synthesis of γ-Keto Carboxylic Acids
  作者：Suhua Zheng、Tianyuan Zhang、Hirofumi Maekawa

  DOI：10.1021/acs.joc.2c00557

  日期：2022.6.3

  Direct reductive carboxylation of easily prepared aryl vinyl ketones under the atmosphere of carbon dioxide led to the selective formation of γ-keto carboxylic acids in 38–86% yields. The reaction is characterized by the carbon–carbon bond formation of carbon dioxide at the β-position of enone, with the use of magnesium turnings that can be easily handled as the reducing agent and the eco-friendly

  容易制备的芳基乙烯基酮在二氧化碳气氛下的直接还原羧化导致以 38-86% 的产率选择性形成 γ-酮基羧酸。该反应的特点是二氧化碳在烯酮的β位形成碳-碳键，使用易于处理的镁屑作为还原剂，以及无加压、无压力等环保反应条件。反应温度低或高，反应时间短。该协议显示了广泛的底物范围，并提供了一种有用且方便的替代方法来获取生物学上重要的 γ-酮羧酸。
• Kohler, Chemische Berichte, 1905, vol. 38, p. 1207
  作者：Kohler

  DOI：——

  日期：——
• Topographic analysis of astigmatism induced by scleral shortening in pig eyes
  作者：Takashi Oshita、Shusuke Hayashi、Tomoyuki Inoue、Atsushi Hayashi、Naoyuki Maeda、Shunji Kusaka、Masahito Ohji、Takashi Fujikado、Yasuo Tano

  DOI：10.1007/s004170100265

  日期：2001.6

  Background: Corneal astigmatism is a severe postoperative problem in foveal translocation surgery. We evaluated the corneal astigmatism induced by scleral shortening in pig eyes in vitro. Methods: We created three sizes of scleral shortening in pig eyes and examined the preoperative and postoperative corneal astigmatism. The three sizes of scleral shortening were; 6 mm x 12 mm, 9 mm x 12 mm, and 6 mm x 16 mm (radial x circumferential). The shortenings were created 11 mm from the limbus with 10 eyes in each group. Videokeratographic measurements were performed using the CAS System 2000, preoperatively and postoperatively, and the astigmatism caused by the scleral shortening was evaluated. Results: The surgically-induced astigmatism was 2.1 +/-1.2 diopters (D) in the 6 mm x 12 mm group, 5.2 +/-1.5 D in the 9 mm x 12 mm group, and 3.7 +/-1.0 D in the 6 mm x 16 mm group. Corneal astigmatism caused by scleral shortening depended on both the radial and circumferential shortening. Pre- and postoperative topographic corneal maps showed an irregular astigmatism pattern (lazy bowtie pattern). Because the central zone of the cornea showed a relatively regular astigmatism, the corneal astigmatism induced by scleral shortening did not affect the predicted corneal acuity. Conclusions: In foveal translocation surgery with scleral shortening, an excessive scleral resection in the radial direction can cause clinically intolerable regular and irregular astigmatism. Minimal scleral shortening that will satisfy the required translocated distance is recommended to reduce the risk/benefit ratio.