(±)-2-(4-chlorophenyl)-3-phenylpropanoic acid | 787-27-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (±)-2-(4-chlorophenyl)-3-phenylpropanoic acid
• 英文别名: α-Benzyl-p-chlorphenylessigsaeure；2-(4-Chlor-phenyl)-3-phenyl-propionsaeure；4-Chlor-α-benzyl-phenylessigsaeure；2-(4-chlorophenyl)-3-phenylpropionic acid；2-(4-Chlorophenyl)-3-phenylpropanoic acid
• CAS: 787-27-9
• 化学式: C₁₅H₁₃ClO₂
• mdl: MFCD00134660
• 分子量: 260.72
• InChiKey: CUMMKZITYCLISM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (±)-2-(4-chlorophenyl)-3-phenylpropanoic acid 在 氢氟酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-<4-Chlor-phenyl>-3-<4-(2-diaethylamino-aethoxy)-phenyl>-inden
  参考文献：
  名称：

  哺乳动物防伪代理商。I.2，3-二苯乙烯的衍生物。

  摘要：

  DOI：

  10.1021/jm00325a013
• 作为产物：
  描述：

  2,3-双(4-氯苯基)丙烯酸 在 palladium/alumina 、 氢气 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 21.84 ℃ 、100.0 kPa 条件下， 反应 4.0h， 生成 (±)-2-(4-chlorophenyl)-3-phenylpropanoic acid 、 (±)-2,3-bis(4-chlorophenyl)propanoic acid
  参考文献：
  名称：

  Reactions of chlorine substituted (E)-2,3-diphenylpropenoic acids over cinchonidine-modified Pd: Enantioselective hydrogenation versus hydrodechlorination

  摘要：

  The effect of the chlorine position on the C-Cl bond hydrogenolysis and the enantioselective hydrogenation of Cl substituted (E)-2,3-diphenylpropenoic acid derivatives has been studied over cinchonidine-modified Pd/Al2O3. In contrast to the fast hydrodechlorination of the beta-phenyl-para-Cl substituted acids the Cl on the alpha-phenyl ring was barely hydrogenolized. These observations were interpreted by the different arrangements of the two phenyl rings on the surface, with the alpha- and beta-phenyl rings adsorbed tilted and parallel, respectively. The results confirmed the beneficial effect of the alpha-phenyl-ortho-substituents on the chiral discrimination, thus the 2,3-diphenylpropionic acids substituted by Cl on the alpha-phenyl ring could be prepared in good yields and optical purities. The conclusions were used for the rational design of an acid, i.e. (E)-2-(2-methoxyphenyl)-3-(3,4-difluorophenyl)propenoic acid, which afforded the best optical purity (ee up to 95% at 295 K) described until now in this heterogeneous system. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2010.09.013

文献信息

• Copper-Catalyzed Carboxylation of Hydroborated Disubstituted Alkenes and Terminal Alkynes with Cesium Fluoride
  作者：Martin Juhl、Simon L. R. Laursen、Yuxing Huang、Dennis U. Nielsen、Kim Daasbjerg、Troels Skrydstrup

  DOI：10.1021/acscatal.6b03571

  日期：2017.2.3

  A protocol for the hydrocarboxylation of disubstituted alkenes and terminal alkynes providing access to different secondary carboxylic acids and malonic acid derivatives has been developed. This methodology relies on an initial hydroboration using 9-BBN followed by carboxylation with carbon dioxide in the presence of a copper catalyst and the additive, cesium fluoride. Different cyclohexene, styrene

  已经开发了用于双取代的烯烃和末端炔烃的加氢羧化的方案，其提供了获得不同的仲羧酸和丙二酸衍生物的途径。该方法依赖于首先使用9-BBN进行硼氢化，然后在铜催化剂和添加剂氟化铯的存在下用二氧化碳进行羧化。可以利用不同的环己烯，苯乙烯和二苯乙烯衍生物，并且炔可以良好的产率转化为它们相应的二羧酸。最后，使用开发的方法将六种不同的萜类化合物羧化。
• Monoprotected Amino Acid (MPAA) Ligand Enabled C–H Alkynylation of Phenyl Acetic Acid
  作者：Yue-Jin Liu、Zheng-Xin Zhou、Di Xie、Xiao-Peng Luo、Hao Wang、Bin Liu、Ming-Hua Zeng

  DOI：10.1021/acs.orglett.8b03182

  日期：2018.11.16

  A weakly carboxylate-directed palladium(II)-catalyzed ortho-C–H alkynylation of diverse phenylacetic acids promoted by monoprotected amino acid ligand enabled is reported. The reaction has a broad substrate scope including α-secondary, tertiary, and quaternary phenylacetic acids. Notably, the direct ortho-C–H alkynylation of α-quaternary phenylacetic acids and chiral α-tertiary phenylacetic acids was

  据报道，由单一保护的氨基酸配体促进了弱羧酸盐定向的钯（II）催化的多种苯基乙酸的邻-C-H炔基化反应。该反应具有广泛的底物范围，包括α-仲，叔和季苯基乙酸。值得注意的是，首次实现了α-季苯基乙酸和手性α-叔苯基乙酸的直接邻-C-H炔基化反应。而且，该方法可用于简单有效的克级合成和消炎药的多样化。
• EP1981831A2
  申请人：——

  公开号：EP1981831A2

  公开（公告）日：2008-10-22
• NOVEL PYRIDINE DERIVATIVES AS SPHINGOSINE 1-PHOSPHATE (S1P) RECEPTOR MODULATORS
  申请人：ALLERGAN, INC.

  公开号：EP2646027B1

  公开（公告）日：2014-10-15
• Kit for automated resolving agent selection and method thereof
  申请人：Vaidya A. Niteen

  公开号：US20070185346A1

  公开（公告）日：2007-08-09

  The present invention concerns an improved method and a tray or kit, which is useful to select quickly the optimum resolution agents, combinations and conditions to separate optical isomers. The tray of 24, 48, 96 or more samples is examined simultaneously visually or by standard analytical techniques.