(Z)-2,3-diphenylacrylic acid isopropyl ester | 64867-29-4

• 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: (Z)-2,3-diphenylacrylic acid isopropyl ester
• 英文别名: isopropyl Z-2,3-diphenylpropenoate；(Z)-2,3-Diphenyl-acrylic acid isopropyl ester；propan-2-yl (Z)-2,3-diphenylprop-2-enoate
• CAS: 64867-29-4
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: WIVYLSHMDIQOIG-LGMDPLHJSA-N

物化性质

• 沸点：
  381.6±21.0 °C(Predicted)
• 密度：
  1.083±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  DL-扁桃酸甲酯 在 吡啶 、 盐酸 、 lithium hydroxide 、 三氟甲磺酸酐 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 73.0h， 生成 (Z)-2,3-diphenylacrylic acid isopropyl ester
  参考文献：
  名称：

  Stereoselective Synthesis of Z-α-Aryl-α,β-unsaturated Esters

  摘要：

  An efficient method for the stereoselective synthesis of (Z)-alpha- arylacrylates is described. Treatment of alpha-hydroxyesters with triflic anhydride and pyridine at 0 C followed by warming to room temperature afforded the corresponding (Z)-alpha-aryl-alpha,beta-unsaturated esters in very good yields and excellent stereoselectivity.

  DOI：

  10.1021/jo060586t

文献信息

• Alpha,beta-unsaturated esters and acids by stereoselective dehydration
  申请人：Deng Xiaohu

  公开号：US20060004195A1

  公开（公告）日：2006-01-05

  There are provided by the present invention certain pyrazole based CCK-1 receptor modulators which have the general formula: wherein Ar is an aromatic or heteroaromatic group, X is a hydrocarbon linker, Y is a bond or hydrocarbon linker and R 1 , R 2 , R 3 , R 4 and R 5 are certain organic substituents, methods for making the same, and stereoselective dehydration methods for generally making α,β-unsaturated esters, acids and their derivatives.

  本发明提供了一些基于吡唑的CCK-1受体调节剂，其具有以下一般式： 其中Ar是芳香族或杂环芳基，X是碳氢链，Y是键或碳氢链，R1、R2、R3、R4和R5是某些有机取代基，以及制备这些化合物的方法，以及用于通常制备α，β-不饱和酯，酸及其衍生物的立体选择性脱水方法。
• Preparation of New 2,3-Diphenylpropenoic Acid Esters – Good Yields Even for the More Hindered Z Isomers
  作者：László Boros、Károly Felföldi、István Pálinkó

  DOI：10.3390/90400256

  日期：——

  appropriate alkyl halides at room temperature. In this way 10 previously undescribed esters of these acids were synthesised and characterised. Excellent yields were observed for most of the E isomers and the more hindered Z esters were also obtained in good yields, far better than those obtained applying the classical acid-catalysed esterification reaction.

  原位制备的 E- 和 Z-2,3- 二苯基丙烯酸钾盐可以在 DMSO 中与适当的烷基卤在室温下有效酯化。以这种方式合成并表征了这些酸的 10 种以前未描述的酯。观察到大多数 E 异构体的产率很高，并且也以良好的产率获得了更多受阻的 Z 酯，远好于应用经典酸催化酯化反应获得的产率。
• ALPHA, BETA-UNSATURATED ESTERS AND ACIDS BY STEREOSELECTIVE DEHYDRATION
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1781617A2

  公开（公告）日：2007-05-09
• EP1781617A4
  申请人：——

  公开号：EP1781617A4

  公开（公告）日：2009-06-24
• [EN] a, ß-UNSATURATED ESTERS AND ACIDS BY STEREOSELECTIVE DEHYDRATION<br/>[FR] ESTERS ET ACIDES $G(A),$G(B)-INSATURES PAR DESHYDRATATION STEREOSELECTIVE
  申请人：JANSSEN PHARAMCEUTICA N V

  公开号：WO2006004742A2

  公开（公告）日：2006-01-12

  There are provided by the present invention certain pyrazole based CCK-1 receptor modulators which have the general formula: wherein Ar is an aromatic or heteroaromatic group, X is a hydrocarbon linker, Y is a bond or hydrocarbon linker and R1, R2, R3, R4 and R5 are certain organic substituents, methods for making the same, and stereoselective dehydration methods for generally making α,β-unsaturated esters, acids and their derivatives.