5-氧代四氢呋喃-2-羧酸乙酯 | 1126-51-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 5-氧代四氢呋喃-2-羧酸乙酯
• 中文别名: 2-呋喃酸-4-氢-5-酮乙基酯
• 英文名称: (+/-)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester
• 英文别名: Ethyl 5-oxotetrahydrofuran-2-carboxylate；ethyl 5-oxooxolane-2-carboxylate；5-oxo-tetrahydro-furan-2-carboxylic acid ethyl ester；5-Oxo-tetrahydro-furan-2-carbonsaeure-aethylester；2R-CARBOETHOXY-5-OXO-TETRAHYDROFURAN
• CAS: 1126-51-8
• 化学式: C₇H₁₀O₄
• mdl: MFCD24390190
• 分子量: 158.154
• InChiKey: MJQGWRVDIFBMNW-UHFFFAOYSA-N

物化性质

• 沸点：
  125-130 °C(Press: 5 Torr)
• 密度：
  1.213±0.06 g/cm3(Predicted)
• 保留指数：
  2168

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  5-氧代四氢呋喃-2-羧酸乙酯 生成 (2S)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester
  参考文献：
  名称：

  Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters from dialkyl 2-oxoglutarates

  摘要：

  Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters can be prepared either by enzymatic resolution of the racemic gamma-lactones themselves or by bioreduction with baker's yeast of dialkyl 2-oxoglutarates and subsequent cyclization of the resulting dialkyl 2-hydroxyglutarates. The best results were obtained by the former route, by which the desired compounds were isolated in high enantiomeric excess. Bioreductions were less satisfactory. In fact the hydroxyester intermediates were initially formed as racemic mixtures and their final enantiomeric enrichment was reached by asymmetric destruction, occurring in the bioreaction medium, however at the same time large amounts of alkyl 4-hydroxybutanoates were formed as side products. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00286-4
• 作为产物：
  描述：

  2-羟基戊二酸二乙酯 在 对甲苯磺酸 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 0.5h， 生成 5-氧代四氢呋喃-2-羧酸乙酯
  参考文献：
  名称：

  减少微生物的立体化学控制。第31部分：在选定的反应条件下通过面包酵母还原2-氧代-4-芳基丁酸烷基酯

  摘要：

  已证明在水-有机溶剂中用苯甲酰氯处理面包酵母是抑制α-羟基酯还原中提供α-羟基酯的（S）-对映异构体的酶的有效方法。该方法对于全细胞系统生产具有高化学产率和高对映体过量的（R）产物是有效的。

  DOI：

  10.1016/s0957-4166(98)00277-8

文献信息

• Asymmetric synthesis of alkyl 5-oxotetrahydrofuran-2-carboxylates by enantioselective hydrogenation of dialkyl 2-oxoglutarates over cinchona modified Pt/Al2O3 catalysts
  作者：Katalin Balázsik、Kornél Szöri、Béla Török、Mihály Bartók

  DOI：10.1039/b000390p

  日期：——

  The first direct asymmetric synthesis of chiral alkyl 5-oxo-tetrahydrofuran-2-carboxylates (up to 96% ee), which are important building blocks in the synthesis of natural products by heterogeneous cinchona-modified Pt-catalyzed hydrogenation of α-ketoglutaric acid esters and subsequent cyclization of hydroxy esters is described.

  描述了一种直接的不对称合成手性烷基5-氧代四氢呋喃-2-羧酸酯的方法（最高达到96%的对映体过剩），这些化合物是通过异相奎宁修饰的铂催化α-酮戊二酸酯的氢化及随后羟基酯的环化反应中合成天然产物的重要构建块。
• A biomimetic synthesis of polycyclic quinones
  作者：Masahiko Yamaguchi、Koichi Hasebe、Minoru Uchida、Akemi Irie、Toru Minami

  DOI：10.1016/s0040-4039(00)96034-9

  日期：1987.1

  Various polycyclic quinones were synthesized by the intramolecular condensation of polyketides followed by the air-oxidation.

  通过聚酮化合物的分子内缩合，然后进行空气氧化，合成了各种多环醌。
• ANTIVIRAL DRUG
  申请人：Shirotake, Shoichi

  公开号：EP3111944A1

  公开（公告）日：2017-01-04

  Novel antiviral means is disclosed. The antiviral agent of the present invention comprises as an effective ingredient particles having a particle diameter of not more than 5 µm, wherein said particles are polymer particles whose repeat unit comprises a structure represented by a particular general formula, and wherein said particles do not contain an antiviral active component. The polymer particles are preferably cyanoacrylate polymer particles. The antiviral agent of the present invention shows adhesiveness to the surface (especially envelope) of virus particles, and destroys a normal virus particle structure to reduce or eliminate infectivity of the virus particles. Sanitary articles such as masks comprising the antiviral agent of the present invention can exert an excellent effect on prevention of infection with viruses such as influenza virus that occurs through droplet infection or airborne infection.

  本发明公开了新型抗病毒手段。本发明的抗病毒剂包括作为有效成分的颗粒，其颗粒直径不超过 5 微米，其中所述颗粒为聚合物颗粒，其重复单元包括由特定通式表示的结构，且所述颗粒不含抗病毒活性成分。聚合物颗粒最好是氰基丙烯酸酯聚合物颗粒。本发明的抗病毒剂对病毒颗粒表面（特别是包膜）具有粘附性，并能破坏正常的病毒颗粒结构，从而降低或消除病毒颗粒的感染性。含有本发明抗病毒剂的口罩等卫生用品可以很好地防止通过飞沫感染或空气传播感染流感病毒等病毒。
• Antiviral drug
  申请人：Shirotake Shoichi

  公开号：US10351644B2

  公开（公告）日：2019-07-16

  Novel antiviral means is disclosed. The antiviral agent of the present invention comprises as an effective ingredient particles having a particle diameter of not more than 5 μm, wherein said particles are polymer particles whose repeat unit comprises a structure represented by a particular general formula, and wherein said particles do not contain an antiviral active component. The polymer particles are preferably cyanoacrylate polymer particles. The antiviral agent of the present invention shows adhesiveness to the surface (especially envelope) of virus particles, and destroys a normal virus particle structure to reduce or eliminate infectivity of the virus particles. Sanitary articles such as masks comprising the antiviral agent of the present invention can exert an excellent effect on prevention of infection with viruses such as influenza virus that occurs through droplet infection or airborne infection.

  本发明公开了新型抗病毒手段。本发明的抗病毒剂包括作为有效成分的颗粒，其颗粒直径不超过 5 μm，其中所述颗粒为聚合物颗粒，其重复单元包括由特定通式表示的结构，且所述颗粒不含抗病毒活性成分。聚合物颗粒最好是氰基丙烯酸酯聚合物颗粒。本发明的抗病毒剂对病毒颗粒表面（特别是包膜）具有粘附性，并能破坏正常的病毒颗粒结构，从而降低或消除病毒颗粒的感染性。含有本发明抗病毒剂的口罩等卫生用品可以很好地防止通过飞沫感染或空气传播感染流感病毒等病毒。
• Antimicrobial agent against germs which has excellent plant disease control effect
  申请人：Shirotake Shoichi

  公开号：US11019817B2

  公开（公告）日：2021-06-01

  Disclosed is a novel antimicrobial means which is effective against various types of fungi including pathogenic true fungi and phytopathogenic filamentous fungi. An antimicrobial agent against fungi according to the present invention comprises, as an effective ingredient, cyanoacrylate polymer particles having an average particle diameter of less than 1000 nm, which particles contain at least one selected from the group consisting of amino acids, amino acid derivatives, oligomers and polymers thereof, saccharides and polysorbates, and contain no antimicrobial active ingredient effective against the fungi. The antimicrobial agent is particularly useful as a control agent against plant diseases caused by filamentous fungi.

  本发明公开了一种新型抗菌手段，它对各种类型的真菌有效，包括致病真菌和植物病原丝状真菌。根据本发明，一种抗真菌剂包括作为有效成分的平均颗粒直径小于 1000 nm 的氰基丙烯酸酯聚合物颗粒，该颗粒含有至少一种选自氨基酸、氨基酸衍生物、其低聚物和聚合物、糖类和聚山梨醇酯组成的组，并且不含有对真菌有效的抗菌活性成分。这种抗菌剂特别适用于防治由丝状真菌引起的植物病害。

表征谱图