4-乙基苄基丙二酸二乙酯 | 37765-74-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-乙基苄基丙二酸二乙酯
• 英文名称: diethyl 4-ethylbenzylmalonate
• 英文别名: (p-Aethylbenzyl)malonester；(4-ethyl-benzyl)-malonic acid diethyl ester；(4-Aethyl-benzyl)-malonsaeure-diaethylester；Diethyl 2-[(4-ethylphenyl)methyl]propanedioate；diethyl 2-[(4-ethylphenyl)methyl]propanedioate
• CAS: 37765-74-5
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: FIAKJOHWRMPYDG-UHFFFAOYSA-N

物化性质

• 沸点：
  175-178 °C
• 密度：
  1.064±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-乙基苄基丙二酸二乙酯 在 palladium diacetate 、 sodium hydroxide 作用下， 以 乙醇 、 xylene 为溶剂， 生成 vinyl 3-(4-ethylphenyl)propanoate
  参考文献：
  名称：

  The effect of vinyl esters on the enantioselectivity of the lipase-catalysed transesterification of alcohols

  摘要：

  The enantioselectivity of the lipase from Pseudomonas cepacia (PCL) in the transesterification of 2-phenyl-1-propanol I was studied using a series of vinyl 3-arylpropanoates as acyl donors. The most enantioselective transesterification reaction of the alcohol was attained by using vinyl 3-(p-iodophenyl)- or 3-(p-trifluoromethylphenyl)propanoates, with enantiomer ratios, E, of 116 and 138, respectively. Vinyl 3-phenylpropanoate was also effective for the resolution of 1 mediated by lipases from P. fluorescens and porcine pancreas and for the PCL-catalysed transesterification of several 2-phenyl-1-alkanols. The enantiomeric resolution of 1 was practically carried out by the first enantioselective transesterification using PCL and vinyl 3-(p-iodophenyl)propanoate to afford (R)-1 and then the enantioselective hydrolysis of the resultant ester to afford (S)-1. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00083-0
• 作为产物：
  描述：

  diethyl 2-(4-ethylbenzylidene)malonate 在 Hantzsch ester 、 四氯化钛 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到4-乙基苄基丙二酸二乙酯
  参考文献：
  名称：

  四氯化钛催化 Hantzsch 酯对 α,β-不饱和酮和亚烷基丙二酸二酯的快速区域选择性加氢

  摘要：

  描述了使用 Hantzsch 酯作为还原剂和四氯化钛作为催化剂的 α,β-不饱和酮和亚烷基丙二酸二酯的区域选择性氢化。反应时间短、反应条件温和是该方法的优点。

  DOI：

  10.1055/s-0030-1258556

文献信息

• COMPOUNDS HAVING AGONISTIC EFFECT AGAINST GPR84, PREPARATION METHOD FOR COMPOUNDS AND USE OF COMPOUNDS
  申请人：SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES

  公开号：US20180237399A1

  公开（公告）日：2018-08-23

  The present invention relates to a class of compounds represented by the formula I, or pharmaceutically acceptable salts thereof, methods for their preparation, and application as small molecule tools that function as GPR84 agonists, and their use in preparing a medicament for the treatment of septicemia.

  本发明涉及一类由式I表示的化合物，或其药用可接受盐，其制备方法，以及作为GPR84激动剂的小分子工具的应用，以及它们在制备治疗败血症的药物中的应用。
• Levy, Annales de Chimie (Cachan, France), 1938, vol. <11> 9, p. 5,82
  作者：Levy

  DOI：——

  日期：——
• Rapid and Regioselective Hydrogenation of α,β-Unsaturated Ketones and Alkylidene Malonic Diesters Using Hantzsch Ester Catalyzed by Titanium Tetrachloride
  作者：Yulin Lam、Jun Che

  DOI：10.1055/s-0030-1258556

  日期：2010.10

  A regioselective hydrogenation of α,β-unsaturated ketones and alkylidene malonic diesters using Hantzsch ester as the reducing agent and titanium tetrachloride as a catalyst is described. The short reaction times and mild reaction conditions are the advantages of this method.

  描述了使用 Hantzsch 酯作为还原剂和四氯化钛作为催化剂的 α,β-不饱和酮和亚烷基丙二酸二酯的区域选择性氢化。反应时间短、反应条件温和是该方法的优点。
• The effect of vinyl esters on the enantioselectivity of the lipase-catalysed transesterification of alcohols
  作者：Masashi Kawasaki、Michimasa Goto、Shigeki Kawabata、Tadashi Kometani

  DOI：10.1016/s0957-4166(01)00083-0

  日期：2001.3

  The enantioselectivity of the lipase from Pseudomonas cepacia (PCL) in the transesterification of 2-phenyl-1-propanol I was studied using a series of vinyl 3-arylpropanoates as acyl donors. The most enantioselective transesterification reaction of the alcohol was attained by using vinyl 3-(p-iodophenyl)- or 3-(p-trifluoromethylphenyl)propanoates, with enantiomer ratios, E, of 116 and 138, respectively. Vinyl 3-phenylpropanoate was also effective for the resolution of 1 mediated by lipases from P. fluorescens and porcine pancreas and for the PCL-catalysed transesterification of several 2-phenyl-1-alkanols. The enantiomeric resolution of 1 was practically carried out by the first enantioselective transesterification using PCL and vinyl 3-(p-iodophenyl)propanoate to afford (R)-1 and then the enantioselective hydrolysis of the resultant ester to afford (S)-1. (C) 2001 Elsevier Science Ltd. All rights reserved.