2-溴-4'-甲氧基苯基乙酸 | 17478-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-溴-4'-甲氧基苯基乙酸
• 中文别名: α-溴代对甲氧基苯乙酸
• 英文名称: α-bromo-4-methoxyphenylacetic acid
• 英文别名: 2-Bromo-2-(4-methoxyphenyl)acetic acid
• CAS: 17478-44-3
• 化学式: C₉H₉BrO₃
• 分子量: 245.073
• InChiKey: QHYJNYKGUSUPMN-UHFFFAOYSA-N

物化性质

• 沸点：
  337.2±32.0 °C(Predicted)
• 密度：
  1.583±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 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：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-4'-甲氧基苯基乙酸 在 乙酸酐 作用下， 以 水 为溶剂， 反应 40.0h， 生成 dimethyl 1-methyl-2-(4-methoxyphenyl)pyrrole-3,4-dicarboxylate
  参考文献：
  名称：

  Vinylogous carbinolamine tumor inhibitors. 19. Synthesis and antineoplastic activity of bis[[[(alkylamino)carbonyl]oxy]methyl]-substituted 3-pyrrolines as prodrugs of tumor inhibitory pyrrolebis(carbamates)

  摘要：

  A series of bis[(carbamoyloxy)methyl]pyrrolines 2-4 were synthesized from either the appropriate alpha-silylated iminium salt, or an aziridine, or a 2H-azirine in a sequence involving 1,3-dipolar cycloaddition reactions. The antineoplastic activities of the pyrrolines were compared to the corresponding pyrroles. The C-2 gem-dimethyl-substituted pyrroline, 4, which cannot be converted to the pyrrole in vivo, was inactive. The activity of the 2-phenyl-substituted pyrrolines 3 was markedly dependent on the nature of the phenyl substituent, although the corresponding phenylpyrroles all showed comparable activity. The differences in the activities of the pyrrolines 3 may be due to the rate of metabolic conversion of the pyrroline to the pyrrole. Electron-withdrawing substituents on the phenyl ring appear to retard this process.

  DOI：

  10.1021/jm00161a019
• 作为产物：
  描述：

  对甲氧基苯乙酸 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 2-溴-4'-甲氧基苯基乙酸
  参考文献：
  名称：

  一种无金属的温和方法，可使用分子氧通过氧化C–C键裂解来制备1,3,4-恶二唑-2（3 H）-原子†

  摘要：

  描述了一种经由1,3,4-恶二嗪-5（6 H）-酮的温和的不含金属的方法制备1,3,4-恶二唑-2（3 H）-酮。这种新颖的转变是由α-羰基位置的苯基上的吸电子对位取代基促进的，具有串联反应，该串联反应由氧化性羟基化和使用分子氧进行的CC键断裂组成。该方法利用CH 3 CN中的K 2 CO 3而不使用任何氧化剂，过渡金属或添加剂，从而可调谐合成1,3,4-恶二嗪-5（6 H）-ones ，1,3,4-恶二唑- 2（3 H）-ones和α-酮酰胺在温和的有氧条件下。

  DOI：

  10.1039/c7ob03188b

文献信息

• [EN] HETEROARYL COMPOUNDS USEFUL AS INHIBITORS OF SUMO ACTIVATING ENZYME<br/>[FR] COMPOSÉS HÉTÉROARYLE UTILES EN TANT QU'INHIBITEURS DE L'ENZYME D'ACTIVATION SUMO
  申请人：DUFFEY MATTHEW O

  公开号：WO2016004136A1

  公开（公告）日：2016-01-07

  Disclosed are chemical entities which are compounds of formula (I); or pharmaceutically acceptable salts thereof; wherein Y, Ra, Ra', Rb, Rc, X1, X2, X3, Rd, Z1, and Z2 have the values described herein and stereochemical configurations depicted at asterisked positions indicate absolute stereochemistry. Chemical entities according to the disclosure can be useful as inhibitors of Sumo Activating Enzyme (SAE). Further provided are pharmaceutical compositions comprising a compound of the disclosure and methods of using the compositions in the treatment of proliferative, inflammatory, cardiovascular, and neurodegenerative diseases or disorders.

  公开了公式(I)的化合物或其药物可接受的盐； 其中Y、Ra、Ra'、Rb、Rc、X1、X2、X3、Rd、Z1和Z2具有本文所述的值，并且星号位置表示的立体化学配置指示绝对立体化学。 根据本公开的化学实体可用作Sumo激活酶（SAE）的抑制剂。 进一步提供了包含本公开化合物的药物组合物以及使用该组合物治疗增殖性、炎症性、心血管和神经退行性疾病或病症的方法。
• [EN] REAGENTS AND METHODS FOR ESTERIFICATION<br/>[FR] RÉACTIFS ET PROCÉDÉS D'ESTÉRIFICATION
  申请人：WISCONSIN ALUMNI RES FOUND

  公开号：WO2016164622A1

  公开（公告）日：2016-10-13

  Methods and reagents for esterification of biological molecules including proteins, polypeptides and peptides. Diazo compounds of formula (I): where R is hydrogen, an alkyl, an alkenyl or an alkynyl, RA represents 1-5 substituents on the indicated phenyl ring and RM is an organic group, which includes a label, a cell penetrating group, a cell targeting group, or a reactive group or latent reactive group for reaction to bond to a label, a cell penetrating group, or a cell targeting group, among other organic groups are useful for esterification of biological molecules. Also provided are diazo compounds which are bifunctional and trifunctional coupling reagents as well as reagents for the synthesis of compounds of formula (I).

  用于酯化生物分子，包括蛋白质、多肽和肽的方法和试剂。式(I)的重氮化合物：其中R为氢、烷基、烯基或炔基，RA代表指定苯环上的1-5个取代基，RM为有机基团，其中包括标记、穿透细胞基团、靶向细胞基团、或用于与标记、穿透细胞基团或靶向细胞基团结合的反应基团或潜在反应基团，等其他有机基团，对于生物分子的酯化是有用的。还提供了具有双功能和三功能偶联试剂以及合成式(I)化合物的试剂的重氮化合物。
• Synthesis and Characterization of New 4-Hydroxy-1,3-thiazoles
  作者：Dieter Weiß、Rainer Beckert、Eric Täuscher、Helmar Görls

  DOI：10.1055/s-0029-1219759

  日期：2010.5

  A series of highly substituted 4-hydroxy-1,3-thiazoles was synthesised in two different ways. Whereas their anions display strong fluorescence in the bathochromic part of the visible spectrum, the emission is shifted hypsochromically upon alkylation reactions. This easy switch between the anion and its derivatives makes them suitable for widespread applications. The thiazoles possess prerequisites for the complexation of metals due to the coexistence of aza-heterocycles and of 1,3-diketone substructures. In addition, the hydroxy group allows further functionalisation reactions, as exemplified by the incorporation of an azide or an acetylene into the product, and by the synthesis of a star-shaped derivative.

  一系列高度取代的4-羟基-1,3-噻唑通过两种不同的方法合成。尽管它们的阴离子在可见光的长波部分呈现出强烈的荧光，但在烷基化反应过程中，发射波长却向短波方向偏移。这种阴离子与其衍生物之间的轻松转换使其适用于广泛的应用。噻唑类化合物由于同时存在氮杂环和1,3-二酮子结构，具备了与金属络合的前提条件。此外，羟基的存在允许进一步的功能化反应，例如将叠氮基或炔基引入产物中，以及合成星形衍生物。
• Diastereo- and Enantioselective Synthesis of Quaternary α-Amino Acid Precursors by Copper-Catalyzed Propargylation
  作者：Qiongqiong Zhu、Beibei Meng、Congzheng Gu、Ye Xu、Jie Chen、Chuanhu Lei、Xiaoyu Wu

  DOI：10.1021/acs.orglett.9b03894

  日期：2019.12.20

  A diastereo- and enantioselective propargylic substitution reaction between propargylic carbonates and α-substituted nitroacetates catalyzed by a Cu-pybox complex is described. This method allows the preparation of a series of non-proteinogenic quaternary α-amino acid precursors featuring two contiguous stereogenic centers and a terminal alkyne moiety in high yields with good to excellent diastereo-

  描述了由Cu-pybox配合物催化的炔丙基碳酸酯和α-取代的硝基乙酸酯之间的非对映和对映选择性炔丙基取代反应。该方法允许以高产率制备一系列具有两个连续的立体生成中心和一个末端炔烃部分的非蛋白源性季α-氨基酸前体，在大多数情况下具有良好的至优异的非对映选择性和对映选择性。炔丙基化的加合物被精制成各种不同的季α-氨基酸衍生物。
• Stereocontrol in Radical Cyclization: Change in Rate-Determining Step
  作者：Siddiki S. M. A. Hakim、Takashi Sugimura

  DOI：10.1021/ol101370x

  日期：2010.8.20

  substituent, while the selectivity becomes high to give a single stereoisomer (>99% pure) when the substituent is an aryl group. The difference in the selectivity is attributable to the change in the rate-determining step from the conformational process to the cyclization.

  带有手性2,4-戊二醇系链的酯的α-碳自由基的分子内环化显示，当自由基碳原子具有烷基取代基时，立体选择性低，而当取代基具有较高的选择性时，则可以生成单一的立体异构体（纯度> 99％）是芳基。选择性的差异可归因于从构象过程到环化过程的速率确定步骤的变化。