(E)-3-(2,4-Dimethoxy-phenyl)-acrylic acid methyl ester | 84385-10-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(2,4-Dimethoxy-phenyl)-acrylic acid methyl ester
• 英文别名: Methyl 3-(2,4-dimethoxyphenyl)prop-2-enoate
• CAS: 84385-10-4
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: OPFJHFOFMZFPKX-UHFFFAOYSA-N

物化性质

• 沸点：
  353.9±27.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(2,4-Dimethoxy-phenyl)-acrylic acid methyl ester 在 lithium hydroxide 、 盐酸 作用下， 以 水 、 二乙二醇 为溶剂， 反应 0.25h， 以100%的产率得到2,4-二甲氧基肉桂酸
  参考文献：
  名称：

  Polymer-Assisted Solution-Phase Synthesis Under Combined Ultrasound and Microwave Irradiation: Preparation of α,β-Unsaturated Esters and Carboxylic Acids, Key Intermediates of Novel Sigma Ligands

  摘要：

  The optimal conditions to prepare ,-unsaturated methyl esters via Wittig reaction combining polymer-assisted solution-phase synthesis (PASPS) methodology and simultaneous ultrasound and microwave irradiation were established. The effects of temperature, solvent, and irradiation time were discussed. Results clearly indicated the superiority of combined ultrasound and microwave-assisted procedure over microwave-assisted methodology. Moreover, an efficient PASPS procedure to prepare ,-unsaturated carboxylic acids via tandem Wittig olefination and hydrolysis reaction was developed under combined ultrasound and microwave irradiation. Generally, a good conversion of aldehydes to acids was observed. The optimized protocols allowed us to quickly prepare a small collection of either ,-unsaturated esters or carboxylic acids, key intermediates for the drug-discovery process of new sigma ligands.

  DOI：

  10.1080/00397910902738112
• 作为产物：
  描述：

  溴乙酸甲酯 、 2,4-二甲氧基苯甲醛 在 sodium acetate 作用下， 以 二乙二醇 为溶剂， 反应 0.33h， 生成 (E)-3-(2,4-Dimethoxy-phenyl)-acrylic acid methyl ester
  参考文献：
  名称：

  Polymer-Assisted Solution-Phase Synthesis Under Combined Ultrasound and Microwave Irradiation: Preparation of α,β-Unsaturated Esters and Carboxylic Acids, Key Intermediates of Novel Sigma Ligands

  摘要：

  The optimal conditions to prepare ,-unsaturated methyl esters via Wittig reaction combining polymer-assisted solution-phase synthesis (PASPS) methodology and simultaneous ultrasound and microwave irradiation were established. The effects of temperature, solvent, and irradiation time were discussed. Results clearly indicated the superiority of combined ultrasound and microwave-assisted procedure over microwave-assisted methodology. Moreover, an efficient PASPS procedure to prepare ,-unsaturated carboxylic acids via tandem Wittig olefination and hydrolysis reaction was developed under combined ultrasound and microwave irradiation. Generally, a good conversion of aldehydes to acids was observed. The optimized protocols allowed us to quickly prepare a small collection of either ,-unsaturated esters or carboxylic acids, key intermediates for the drug-discovery process of new sigma ligands.

  DOI：

  10.1080/00397910902738112

文献信息

• [EN] NEW AMINES, THEIR USE AND PREPARATION
  申请人：KABIVITRUM AB

  公开号：WO1989006644A1

  公开（公告）日：1989-07-27

  (EN) Novel 3,3-diphenylpropylamines of formula (I) wherein R1 signifies hydrogen or methyl, R2, R3 and R4 independently signify hydrogen, methyl, methoxy, hydroxy, carbamoyl, sulphanoyl or halogen, and X represents a tertiary amino group -NR5, R6, wherein R5 and R6 signify non-aromatic hydrocarbyl groups, which may be the same or different and which together contain at least three carbon atoms, and which may form a ring together with the amine nitrogen, their salts with physiologically acceptable acids and, when the compounds can be in the form of optical isomers, the racemic mixture and the individual enantiomers, their use as drugs, especially as anticholinergic agents, their use for preparing an anticholinergic drug, pharmaceutical compositions containing the novel amines, and methods for preparing the same.(FR) Nouvelles 3,3-diphénylpropylamines de formule (I) dans laquelle R1 représente hydrogène ou méthyle, R2, R3 et R4 représentent indépendamment hydrogène, méthyle, méthoxy, hydroxy, carbamoyle, sulfanoyle ou halogène. X représente un groupe amino tertiaire -NR5, R6, dans lequel R5 et R6 représentent des groupes d'hydrocarbyle non aromatiques pouvant être identiques ou différents, contenant ensemble au moins trois atomes de carbone et pouvant former un anneau avec l'azote de l'amine, leurs sels avec des acides physiologiquement acceptables et, lorsque les composés peuvent avoir la forme d'isomères optiques, le mélange racémique et les éniantomères individuels, leur utilisation comme produits pharmaceutiques, notamment comme agents anticholinergiques, leur utilisation pour préparer un médicament anticholinergique, des compositions pharmaceutiques contenant les nouvelles amines, et des procédés permettant leur préparation.

  (中文) 公式（I）中的新型3,3-二苯基丙胺（3,3-diphenylpropylamines）其中R1表示氢或甲基，R2，R3和R4分别表示氢，甲基，甲氧基，羟基，氨基甲酰基，磺酰基或卤素，X表示三级胺基-NR5，R6，其中R5和R6表示非芳香族碳氢基团，可以相同也可以不同，它们一起含有至少三个碳原子，并且可以与胺氮一起形成环，它们与生理上可接受的酸的盐以及当化合物可以成为光学异构体时，它们的外消旋混合物和单体对映体，它们作为药物的用途，特别是作为抗胆碱能药物的用途，它们用于制备抗胆碱能药物，含有新型胺的制药组合物以及制备它们的方法。
• Acid-labile anchor groups for the synthesis of peptide amides by a
  申请人：Hoechst Aktiengesellschaft

  公开号：US05124478A1

  公开（公告）日：1992-06-23

  The invention relates to new compounds of the formula ##STR1## in which R.sup.1 denotes (C.sub.1 -C.sub.8)-alkyl, R.sup.2 denotes an amino acid residue which is protected with a urethane protective group which can be eliminated with weak acid or base, or denotes an amino protective group which can be eliminated with weak acid or base, R.sup.3 denotes hydrogen or (C.sub.1 -C.sub.4)-alkyl, and Y.sup.1 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy or --O--(CH.sub.2).sub.n --COOH (with n=1 to 6), with one of these radicals being --O--(CH.sub.2).sub.n --COOH, or Y.sup.1, Y.sup.2 and Y.sup.5 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl or (C.sub.1 -C.sub.4)-alkoxy, Y.sup.3 denotes hydrogen or (C.sub.1 -C.sub.8)-alkoxy and Y.sup.4 denotes --(CH.sub.2).sub.n --COOH or --NH--CO--(CH.sub.2).sub.n --COOH (with n=1 to 6). Processes for the preparation thereof and the synthesis of peptide amides by a solid-phase method using these new compounds (spacers) are described.

  本发明涉及新的化合物，其化学式为##STR1##其中R.sup.1表示（C.sub.1-C.sub.8）-烷基，R.sup.2表示受保护的氨基酸残基，该残基带有脲保护基，可用弱酸或碱消除，或表示可用弱酸或碱消除的氨基保护基，R.sup.3表示氢或（C.sub.1-C.sub.4）-烷基，Y.sup.1-Y.sup.9表示相同或不同的基团氢，（C.sub.1-C.sub.4）-烷基，（C.sub.1-C.sub.4）-烷氧基或- O-（CH.sub.2）.sub.n -COOH（其中n=1至6），其中这些基团之一是- O-（CH.sub.2）.sub.n -COOH，或Y.sup.1，Y.sup.2和Y.sup.5-Y.sup.9表示相同或不同的基团氢，（C.sub.1-C.sub.4）-烷基或（C.sub.1-C.sub.4）-烷氧基，Y.sup.3表示氢或（C.sub.1-C.sub.8）-烷氧基，Y.sup.4表示-（CH.sub.2）.sub.n -COOH或-NH-CO-（CH.sub.2）.sub.n -COOH（其中n=1至6）。描述了制备这些新化合物（间隔物）的方法以及使用这些新化合物（间隔物）通过固相法合成肽酰胺的合成方法。
• Template-directed photoligation
  申请人：AMOCO CORPORATION

  公开号：EP0324616A2

  公开（公告）日：1989-07-19

  Methods, apparatus and compositions are presented for ligating ligands together which bind to a common target. One embodiment includes polynucleotide probes having pho­toreactive functional groups. The probes are capable of assuming substantially contiguous reactive positions on a target polynucleotide placing the photoreactive groups in juxtaposition. Activation of the photoreactive functional groups with radiant energy form a probe reaction product in which the probes are bound to each other.

  本文介绍了将与共同目标结合的配体连接在一起的方法、装置和组合物。其中一个实施方案包括具有光活性官能团的多核苷酸探针。这些探针能够在目标多核苷酸上占据基本连续的反应位置，并将光活性基团并置。光活性官能团在辐射能的激活下形成探针反应产物，其中的探针相互结合。
• Substituted 1-Hydroxy-2,6-Diaryl-4-Piperidone Ketal Stabilizers
  申请人：CIBA-GEIGY AG

  公开号：EP0567430A1

  公开（公告）日：1993-10-27

  1-Hydroxy-2,6-diaryl-4-piperidone ketal derivatives of formulae I-III are novel compounds and are effective process stabilizers for polymers processed at elevated temperatures providing both good melt flow stabilization and good resistance against discoloration during said processing.

  式 I-III 的 1-羟基-2,6-二芳基-4-哌啶酮缩酮衍生物是一种新型化合物，是一种有效的加工稳定剂，适用于在高温下加工的聚合物，在上述加工过程中既能提供良好的熔体流动稳定性，又能防止变色。
• New amines, their use and preparation
  申请人：Kabi Pharmacia AB

  公开号：EP0325571B1

  公开（公告）日：1991-08-07