2-(4-氯苯基)-2-羟基丙酸 | 4445-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-氯苯基)-2-羟基丙酸
• 英文名称: 2-(4-Chlorphenyl)-2-hydroxypropansaeure
• 英文别名: 2-hydroxy-2-(4-chlorophenyl)propionic acid；p-Chloratrolactinsaeure；2-hydroxy-2-(4-chlorophenyl)propanoic acid；2-(4-chloro-phenyl)-2-hydroxy-propionic acid；2-(4-Chlor-phenyl)-2-hydroxy-propionsaeure；2-(4-Chlorophenyl)-2-hydroxypropionic acid；2-(4-chlorophenyl)-2-hydroxypropanoic acid
• CAS: 4445-13-0
• 化学式: C₉H₉ClO₃
• mdl: MFCD11052509
• 分子量: 200.622
• InChiKey: CUDDZZCNPJYPBF-UHFFFAOYSA-N

物化性质

• 熔点：
  136-137 °C
• 沸点：
  359.4±27.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  2-(4-氯苯基)-2-羟基丙酸 在 N,N'-二环己基碳二亚胺 、 N,N'-羰基二咪唑 作用下， 以 三氯乙烯 为溶剂， 反应 12.0h， 生成 1-tert-Butoxy-6-chlor-3-methylindolin-2-on
  参考文献：
  名称：

  Geffken; Frobose, Pharmazie, 1994, vol. 49, # 12, p. 889 - 893

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 2-(4-氯苯基)-2-羟基丙酸
  参考文献：
  名称：

  Julia; Tchernoff, Bulletin de la Societe Chimique de France, 1957, p. 932

  摘要：

  DOI：

文献信息

• Propargylether derivatives
  申请人：Syngenta Participations AG

  公开号：US06469005B1

  公开（公告）日：2002-10-22

  Propargylether derivatives of formula I including the optical isomers thereof and mixtures of such isomers, wherein R1 is hydrogen, alkyl, cycloalkyl or optionally substituted aryl, R2 and R3 are each independently hydrogen or alkyl, R4 is alkyl, alkenyl or alkynyl, R5, R6, R7, and R8 are each independently hydrogen or alkyl and R9 is a group R10 is optionally substituted aryl or optionally substituted heteroaryl, R11 is hydrogen or optionally substituted alkyl, alkenyl or alkynyl, Z is hydrogen —CO—R16, —COOR16, —CO—COOR16 or —CONR16R17, R12 is hydrogen, or optionally substituted alkyl, alkenyl or alkynyl, R13 is hydrogen or alkyl, R14 is hydrogen, alkyl, cycloalkyl or cycloalkyl-alkyl, R15 is alkyl, alkenyl, alkynyl, optionally substituted aryl or optionally substituted aryl-alkyl, and R16 and R17 are independently of each other hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted heteroaryl, have been found to be useful for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi. The invention relates the novel compounds and also to the preparation thereof and to the use of the compounds for plant protection, and to compositions suitable for applying the novel compounds in agricultural techniques.

  式I的Propargylether衍生物包括其光学异构体和这些异构体的混合物，其中R1是氢，烷基，环烷基或可选择取代的芳基，R2和R3分别独立地是氢或烷基，R4是烷基，烯基或炔基，R5、R6、R7和R8分别独立地是氢或烷基，R9是基团，R10是可选择取代的芳基或可选择取代的杂环芳基，R11是氢或可选择取代的烷基，烯基或炔基，Z是氢，-CO-R16，-COOR16，-CO-COOR16或-CONR16R17，R12是氢或可选择取代的烷基，烯基或炔基，R13是氢或烷基，R14是氢，烷基，环烷基或环烷基-烷基，R15是烷基，烯基，炔基，可选择取代的芳基或可选择取代的芳基-烷基，R16和R17独立地是氢，可选择取代的烷基，可选择取代的环烷基，可选择取代的芳基或可选择取代的杂环芳基，已被发现对控制或预防植物受植物病原微生物，尤其是真菌的侵害具有有用性。该发明涉及新颖的化合物，以及其制备和用于植物保护的化合物的用途，以及适用于在农业技术中应用新化合物的组合物。
• Facile one-pot preparation of 2-arylpropionic and arylacetic acids from cyanohydrins by treatment with aqueous HI
  作者：Andrea Aramini、Manolo R. Sablone、Gianluca Bianchini、Alessia Amore、Michela Fanì、Plinio Perrone、Alberto Dolce、Marcello Allegretti

  DOI：10.1016/j.tet.2009.01.005

  日期：2009.3

  treatment with aqueous HI, from cyanohydrins. The hydrogenolytic reduction of α-hydroxy-2-arylpropionic acids was the key step of the process and the optimization of the reaction conditions led to identify aqueous HI as an appropriate and selective reagent for the reductive deoxygenation of cyanohydrins. The synthetic route described a general and efficient strategy for the preparation of large libraries of

  已开发出一种新颖的一锅两步法，通过用氰化醇中的HI水溶液处理，可以合成高度取代的2-芳基丙酸和芳酸。α-羟基-2-芳基丙酸的氢解还原是该工艺的关键步骤，反应条件的优化确定了HI水溶液是氰醇还原性脱氧的合适和选择性试剂。合成路线描述了制备苯乙酸和苯丙酸衍生物的大型文库的通用有效策略。
• Synthesis of α-Hydroxycarboxylic Acids from Various Aldehydes and Ketones by Direct Electrocarboxylation: A Facile, Efficient and Atom Economy Protocol
  作者：Kishanpal Singh、Harvinder Singh Sohal、Baljit Singh

  DOI：10.14233/ajchem.2021.23090

  日期：2021.3.31

  In present work, the formation of α-hydroxycarboxylic acids have been described from various aromatic aldehydes and ketones via direct electrocarboxylation method with 80-92% of yield without any side product and can be purified by simple recrystallization using sacrificial Mg anode and Pt cathode in an undivided cell, CO2 at (1 atm) was continuously bubbled in the cell throughout the reaction using

  在目前的工作中，已经描述了通过直接电羧化方法从各种芳香醛和酮形成α-羟基羧酸，收率80-92％，没有任何副产物，并且可以使用牺牲镁阳极和铂阴极通过简单的重结晶来纯化在整个反应过程中，使用四丙基氯化铵作为乙腈中的支持电解质，在未分割的电池中，以（1 atm）的CO2在电池中连续鼓泡。所合成的化合物收率相当出色，且纯度较高。电羧化化合物的表征是通过红外、核磁共振（1H 和 13C）、质量和元素分析等光谱技术来完成的。
• Chemoenzymatic synthesis of pure enantiomeric 2-aryl propionic acids.
  作者：Mariano García、Carmen del Campo、Emilio F. lama、José M. Sánchez-Montero、José V. Sinisterra

  DOI：10.1016/s0040-4020(01)81926-8

  日期：1993.1

  A new chemoenzymatic procedure to obtain pure enantiomeric 2-arylpropionic acids is described. The one pot synthesis of (±)-2-arylpropionic acids is carried out by addition of dichlorocarbene to the O bond of arylmethylketones and hydrogenolysis of the addition product. The racemic mixture is resolved by enantiospecific hydrolysis of the racemic ethyl esters using native lipase from Candida rugosa

  描述了一种获得纯对映体2-芳基丙酸的新化学酶法。一锅合成（±）-2-芳基丙酸是通过将二氯卡宾加成至芳基甲基酮的O键并加成产物进行氢解来进行的。外消旋混合物通过使用来自假丝酵母的天然脂肪酶的外消旋乙酯的对映体特异性水解来拆分。良好的收率，起始的芳基甲基酮的可及性和酶促水解的立体特异性使该方法变得有趣，以便获得相同的非甾体类抗炎药，如布洛芬或萘普生。
• 1,4,5,6-TETRAHYDRO-PYRIMIDIN-2-YLAMINE COMPOUNDS
  申请人：Banner David

  公开号：US20120035195A1

  公开（公告）日：2012-02-09

  This invention relates to compounds of the formula wherein R 1 to R 9 are as described below, or to pharmaceutically acceptable salts thereof. These compounds are BACE2 inhibitors and can be used as medicaments for the therapeutic and/or prophylactic treatment of diseases such as diabetes, particularly type 2 diabetes, and other metabolic disorders.

  这项发明涉及下述化合物的公式，其中R1至R9如下所述，或其药学上可接受的盐。这些化合物是BACE2抑制剂，可用作药物治疗和/或预防治疗疾病，如糖尿病，特别是2型糖尿病，以及其他代谢性疾病。