ethyl 2-benzyl-3-(4-nitrophenyl)-3-oxopropanoate | 1190081-72-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: ethyl 2-benzyl-3-(4-nitrophenyl)-3-oxopropanoate
• CAS: 1190081-72-1
• 化学式: C₁₈H₁₇NO₅
• 分子量: 327.337
• InChiKey: XFIILWNIGNEHFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-benzyl-3-(4-nitrophenyl)-3-oxopropanoate 在 哌啶 、 [PPFIP-Cl]₂ 、 盐酸羟胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 (S)-4-benzyl-3-(4-nitrophenyl)-4-(3-oxobutyl)isoxazol-5(4H)-one
  参考文献：
  名称：

  无碱Palladacycle催化的直接1,4加成反应的异恶唑啉酮的区域选择性催化不对称C烷基化

  摘要：

  异恶唑啉酮构成一类用于开发新型候选药物的杂环。环状肟酯基序也可用于合成，因为它含有功能性手柄，以前已被用来提供对各种有价值的化合物类别的访问，而这些化合物是其他方法无法轻易获得的。然而，众所周知，针对异恶唑啉酮的不对称方法是稀缺的。在本文中，我们报告了异恶唑啉酮的第一个催化不对称烷基化反应，形成了全C取代的季立体中心。本研究受到在不同亲核位置竞争中如何控制区域选择性的问题的驱动。直接调查1，

  DOI：

  10.1002/anie.201410933
• 作为产物：
  描述：

  碘苯 、 ethyl 2-(4-nitrohydroxybenzyl)acrylate 在 [5-Cl-2-{(4-Cl-phenyl)-[(E)-HO-imino]methyl}phenyl-PdCl]2 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以85%的产率得到ethyl 2-benzyl-3-(4-nitrophenyl)-3-oxopropanoate
  参考文献：
  名称：

  Nájera oxime-derived palladacycles catalyze intermolecular Heck reaction with Morita–Baylis–Hillman adducts. An improved and highly efficient synthesis of α-benzyl-β-ketoesters

  摘要：

  An improved and highly efficient synthesis of several alpha-benzyl-beta-ketoesters from Morita-Baylis-Hillman adducts is described. These adducts were used as substrates for an intermolecular Heck reaction catalyzed by a Najera oxime-derived palladacycles. These efficient catalytic conditions probed to be very selective providing only the corresponding functionalized beta-ketoesters in high yield with no decarboxylation product. It seems that the method herein described is one of the most efficient for the synthesis of alpha-benzyl-beta-ketoesters. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.084

文献信息

• Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α-Substituted β-Ketoesters via Dynamic Kinetic Resolution
  作者：Guoxian Gu、Jiaxiang Lu、Ouran Yu、Jialin Wen、Qin Yin、Xumu Zhang

  DOI：10.1021/acs.orglett.8b00433

  日期：2018.4.6

  An iridium/f-amphol catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent enantioselectivity (up to >99% enantiomeric excess (ee)). A catalytic model is proposed to explain the

  报道了用于通过动态动力学拆分对α-取代的β-酮酸酯进行对映选择性氢化的铱/ f-amphol催化体系。以高收率（高达98％），良好的非对映选择性（高达96：4的非对映比率（dr））和优异的对映选择性（高达> 99％的对映体过量（ee））获得所需的抗产物。提出了催化模型来解释立体选择性。
• Reactivity of vinylidene-π-allyl palladium(<scp>ii</scp>) species
  作者：Can Li、Zhengnan Zhou、Yuling Li、Yinlong Guo、Shengming Ma

  DOI：10.1039/d2cc06871k

  日期：——

  The reactivity of a new type of organometallic intermediate, vinylidene-π-allyl palladium species, has been demonstrated: the reaction between 4-alken-2-ynyl carbonates and stabilized carbon nucleophiles afforded functionalized 1,2,3,-butatriene compounds in moderate to high yields and excellent regioselectivities.

  一种新型有机金属中间体亚乙烯基-π-烯丙基钯物种的反应性已得到证实：4-alken-2-ynyl carbonates 与稳定的碳亲核试剂之间的反应提供功能化的 1,2,3,-butatriene 化合物在适度具有高产率和优异的区域选择性。
• Nájera oxime-derived palladacycles catalyze intermolecular Heck reaction with Morita–Baylis–Hillman adducts. An improved and highly efficient synthesis of α-benzyl-β-ketoesters
  作者：Bruno R.V. Ferreira、Rodrigo V. Pirovani、Luis G. Souza-Filho、Fernando Coelho

  DOI：10.1016/j.tet.2009.06.084

  日期：2009.9

  An improved and highly efficient synthesis of several alpha-benzyl-beta-ketoesters from Morita-Baylis-Hillman adducts is described. These adducts were used as substrates for an intermolecular Heck reaction catalyzed by a Najera oxime-derived palladacycles. These efficient catalytic conditions probed to be very selective providing only the corresponding functionalized beta-ketoesters in high yield with no decarboxylation product. It seems that the method herein described is one of the most efficient for the synthesis of alpha-benzyl-beta-ketoesters. (C) 2009 Elsevier Ltd. All rights reserved.
• COMPOUNDS FOR TREATING HIV AND METHODS FOR USING THE COMPOUNDS
  申请人：UNIVERSITY OF PITTSBURGH-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION

  公开号：US20150291534A1

  公开（公告）日：2015-10-15

  Disclosed herein are embodiments of a compound capable of treating HIV. In particular disclosed embodiments, the compound is capable of inhibiting Nef, such as by acting as antagonists of HIV Nef function. Also disclosed are embodiments of a method of making the compound, embodiments of a method of using the compound, and embodiments of a method of identifying HIV Nef antagonists. The disclosed compound may be used alone or in combination with other pharmacologically active agents in order to promote reducing drug resistance and/or cumulative toxicity.
• US9695127B2
  申请人：——

  公开号：US9695127B2

  公开（公告）日：2017-07-04