5-(4-benzyloxyphenyl)-3-oxopentanoic acid acid ethyl ester | 443957-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-benzyloxyphenyl)-3-oxopentanoic acid acid ethyl ester
• 英文别名: 5-(4-benzyloxy-phenyl)-3-oxo-valeric acid ethyl ester；5-(4-Benzyloxy-phenyl)-3-oxo-valeriansaeure-aethylester；ethyl 5-(4-benzyloxyphenyl)-3-oxopentanoate；Pentanoic acid, 5-(4-benzyloxyphenyl)-3-oxo-, ethyl ester；ethyl 3-oxo-5-(4-phenylmethoxyphenyl)pentanoate
• CAS: 443957-46-8
• 化学式: C₂₀H₂₂O₄
• 分子量: 326.392
• InChiKey: NBBSZQUIGGZGMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  5-(4-benzyloxyphenyl)-3-oxopentanoic acid acid ethyl ester 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 2,6-二甲基吡啶 、 sodium tetrahydroborate 、 palladium 10% on activated carbon 、 氢气 、 二异丁基氢化铝 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 甲苯 为溶剂， 反应 39.33h， 生成 4-乙酰氧基苯酚
  参考文献：
  名称：

  Synthetic approach to the functionalized tricyclic core of atropurpuran

  摘要：

  A strategy for synthesizing the tricyclic fragment 5 of atropurpuran 1 is reported. Rings A and C of atropurpuran were assembled stereoselectively via two intramolecular Michael additions. The advanced tricyclic skeleton 5 shows the correct functionality and stereochemistry for atropurpuran 1, so the skeleton may serve as a key intermediate in its total synthesis. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.050
• 作为产物：
  描述：

  3-<4-(benzyloxy)phenyl>-propanoyl chloride 在 乙醚 、 sodium methylate 作用下， 生成 5-(4-benzyloxyphenyl)-3-oxopentanoic acid acid ethyl ester
  参考文献：
  名称：

  The Hydrolysis of Carbon-Carbon Bonds by α-Chymotrypsin

  摘要：

  DOI：

  10.1021/ja01623a061

文献信息

• NOVEL POLYSPIRANE COMPOUNDS, APPLICATION THEREOF IN THE TREATMENT OF MALARIA OR TOXOPLASMOSIS AND METHOD FOR PREPARING SAME
  申请人：Wong Yung-Sing

  公开号：US20100298422A1

  公开（公告）日：2010-11-25

  Novel polyspirane compounds used in the treatment of diseases involving parasites that belong to the phylum of apicomplexae, and a method for preparing the same.

  用于治疗属于顶复门寄生虫引起的疾病的新型多螺环化合物，以及其制备方法。
• Synthesis of (±)-aculeatins A and B
  作者：Yung-Sing Wong

  DOI：10.1039/b200740a

  日期：2002.3.21

  The first synthesis of two new antiprotozoal and natural products was performed using concomitant deprotecting dithiane–phenolic oxidative reactions to form in one-step the 1,7-dioxadispiro[5.1.5.2]pentadecane core.

  两种新的抗原虫和天然产物的首次合成是使用伴随的去保护二噻烷-酚氧化反应来一步形成 1,7-二氧杂二螺[5.1.5.2]十五烷核心。
• Polyspirane compounds, application thereof in the treatment of malaria or toxoplasmosis and method for preparing same
  申请人：Wong Yung-Sing

  公开号：US08389569B2

  公开（公告）日：2013-03-05

  Novel polyspirane compounds used in the treatment of diseases involving parasites that belong to the phylum of apicomplexae, and a method for preparing the same.

  新型多螺环化合物用于治疗寄生于顶复门下的寄生虫相关疾病，以及其制备方法。
• Enhanced Antimalarial Activity of Novel Synthetic Aculeatin Derivatives
  作者：Marine Peuchmaur、Nadia Saïdani、Cyrille Botté、Eric Maréchal、Henri Vial、Yung-Sing Wong

  DOI：10.1021/jm8007322

  日期：2008.8.1

  We report the design, synthesis, and in vitro evaluation of novel polyspirocyclic structures, inspired by the antimalarial natural products, the aculeatins. A divergent synthetic strategy was conceived for the practical supply and has allowed the discovery of two novel and more potent analogues active on the Plasmodium falciparum 3D7 strain. Moreover, these compounds proved to be potent against Toxoplasma gondii. A number Of features that govern these inhibitions were identified.
• Composés polyspiranniques, leur application dans le traitement du paludisme ou de la toxoplasmose et leur procédé de préparation
  申请人：Université Joseph Fourier

  公开号：EP2195323B1

  公开（公告）日：2011-12-28