2-(4-异丁基苯基)丙酸苯基酯 | 1058162-98-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 2-(4-异丁基苯基)丙酸苯基酯
• 英文名称: phenyl 2-(4-isobutylphenyl)propanoate
• 英文别名: 2-(4-isobutylphenyl)propionic acid phenyl ester；Ibuprofen phenyl ester；phenyl 2-[4-(2-methylpropyl)phenyl]propanoate
• CAS: 1058162-98-3
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: JNCYRCBBDCSPRB-UHFFFAOYSA-N

物化性质

• 沸点：
  401.9±24.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-异丁基苯基)丙酸苯基酯 、 亚硝基苯 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以96%的产率得到1-[4-(2-methylpropyl)phenyl]-N-phenylethanimine
  参考文献：
  名称：

  亚硝基苯介导的 C−C 键裂解反应和 Oxazetidin-4-one 环系的光谱观察

  摘要：

  虽然键形成过程传统上引起了化学界的关注，但促进键断裂的方法仍然相对不发达。我们报告了一种新颖的、无过渡金属的氧化 CC 键裂解过程，用于广泛的酯和二羰基化合物，包括碳负离子加成到亚硝基苯。对亚硝基苯介导的酯类氧化脱羧反应的 ReactIR 实验表明，该反应是通过先前未观察到的 oxazetidin-4-one 杂环的断裂而进行的，其特征是在 1846 cm-1 处具有强烈的 IR 拉伸频率。这些机理研究允许该协议进一步扩展到各种 β-酮酯和 1,3-二酮底物的酮裂解反应。

  DOI：

  10.1021/ja804325f
• 作为产物：
  描述：

  对异丁基苯乙烯 、 甲酸苯酯 在 甲酸 、 palladium diacetate 、 2-(二环己基膦基)联苯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以98%的产率得到2-(4-异丁基苯基)丙酸苯基酯
  参考文献：
  名称：

  钯催化芳烃与苯基甲酸酯的区域发散性加氢酯化

  摘要：

  描述了一种有效的钯催化的芳基烯烃与甲酸苯酯的Pd催化的区域发散性加氢酯化反应。通过明智地选择配体而无需使用有毒的CO气体，可以以高收率和高区域选择性获得直链或支链的苯基芳基丙酸酯。

  DOI：

  10.1021/acs.orglett.5b01630

文献信息

• Copper-Catalyzed Late-Stage Benzylic C(sp3)–H Trifluoromethylation
  作者：Haiwen Xiao、Zhonglin Liu、Haigen Shen、Benxiang Zhang、Lin Zhu、Chaozhong Li

  DOI：10.1016/j.chempr.2019.02.006

  日期：2019.4

  Direct trifluoromethylation of C(sp3)–H bonds, especially in late stages, remains a formidable challenge. Herein, we describe the copper-catalyzed benzylic C(sp3)–H trifluoromethylation. With Cu(I) or Cu(II) as the catalyst, (bpy)Zn(CF3)2 (bpy = 2,2′-bipyridine) as the CF3 source, and NFSI (or Selectfluor) as the oxidant, site-selective benzylic C(sp3)–H trifluoromethylation is successfully implemented

  C（sp 3）–H键的直接三氟甲基化，尤其是在后期阶段，仍然是一个艰巨的挑战。在这里，我们描述了铜催化的苄基C（sp 3）–H三氟甲基化。以Cu（I）或Cu（II）为催化剂，以（bpy）Zn（CF 3）2（bpy = 2,2'-联吡啶）作为CF 3源，以NFSI（或Selectfluor）作为氧化剂选择性苄基C（sp 3）–H三氟甲基化已在温和条件下成功高效地实施。该协议不仅展示了广泛的底物范围和广泛的官能团兼容性，而且还允许对天然产物或药物衍生物进行有效的后期C（sp 3）–H三氟甲基化。
• Enantioselective modified esterase enzyme and method for the production thereof
  申请人：CORPORACIÓN CORPOGEN

  公开号：US10400224B2

  公开（公告）日：2019-09-03

  This invention refers to the obtainment of a modified lipolytic enzyme that was isolated, expressed and purified from the heterologous expression. The gene sequence that codifies for the basal enzyme was obtained based on a thermo acidophilus organism of the acidobacteraceae family. This basal enzyme that comes from a thermo acidophilus organism, it is able to hydrolyze lipid substrates (triacylglycerols) united to middle chain fatty acids (C6-C10) such as tributyrine and tricapryln, among others. It also can carry out other inverse reactions to the hydrolysis such as synthesis reactions. On the other hand, this enzyme has enantioselective preference on (S) substrates of profens esters such as ibuprofen, naproxen and others. The enantioselective lipolytic basal enzyme was modified in its terminal C end to add an amino acid histidine tail that gives a higher efficiency in its purification process. The invention therefore refers to a method for making a pure, active polypeptide, which is called lipolytic enzyme 499EST obtained through the host E. coli BL 21 (DE3).

  本发明指的是从异源表达中分离、表达和纯化的改良脂肪分解酶。编码基础酶的基因序列是根据嗜酸性杆菌科的嗜酸性热杆菌获得的。这种来自嗜热酸杆菌的基础酶能够水解与中链脂肪酸（C6-C10）结合在一起的脂质底物（三酰甘油），如三丁基甘油和三烯丙基甘油等。它还能进行水解的其他逆反应，如合成反应。另一方面，这种酶对(S)底物的异丙苯酯具有对映选择性偏好，如布洛芬、萘普生等。对映体选择性脂肪分解基础酶在其末端 C 端进行了改良，添加了一个组氨酸氨基酸尾，使其在纯化过程中具有更高的效率。因此，本发明是指一种通过宿主大肠杆菌 BL 21 (DE3)获得的纯活性多肽的制造方法，这种多肽被称为脂肪分解酶 499EST。
• WIRKSTOFFSALZE UND ESTER VON 1-DIMETHYLAMINO-3-(3-METHOXY-PHENYL)-2-METHYL-PENTAN-3-OL UND 3-(3-DIMETHYLAMINO-1-ETHYL-1-HYDROXY-2-METHYL-PROPYL)-PHENOL
  申请人：Grünenthal GmbH

  公开号：EP1509216B1

  公开（公告）日：2008-05-07
• ENANTIOSELECTIVE MODIFIED ESTERASE ENZYME AND METHOD FOR THE PRODUCTION THEREOF
  申请人：CORPORACIÓN CORPOGEN

  公开号：US20170130213A1

  公开（公告）日：2017-05-11

  This invention refers to the obtainment of a modified lipolytic enzyme that was isolated, expressed and purified from the heterologous expression. The gene sequence that codifies for the basal enzyme was obtained based on a thermo acidophilus organism of the acidobacteraceae family. This basal enzyme that comes from a thermo acidophilus organism, it is able to hydrolyze lipid substrates (triacylglycerols) united to middle chain fatty acids (C 6 -C 10 ) such as tributyrine and tricapryln, among others. It also can carry out other inverse reactions to the hydrolysis such as synthesis reactions. On the other hand, this enzyme has enantioselective preference on (S) substrates of profens esters such as ibuprofen, naproxen and others. The enantioselective lipolytic basal enzyme was modified in its terminal C end to add an amino acid histidine tail that gives a higher efficiency in its purification process. The invention therefore refers to a method for making a pure, active polypeptide, which is called lipolytic enzyme 499EST obtained through the host E. coli BL 21 (DE3).