(E)-4-Oxo-4-phenyl-but-2-enal | 34911-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-Oxo-4-phenyl-but-2-enal
• 英文别名: 4-Oxo-4-phenylbut-2-enal
• CAS: 34911-64-3
• 化学式: C₁₀H₈O₂
• 分子量: 160.172
• InChiKey: YJXXWALABNEMPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-4-Oxo-4-phenyl-but-2-enal 在 盐酸 、 间氯过氧苯甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以61%的产率得到(E)-3-Chloro-4-oxo-4-phenyl-but-2-enal
  参考文献：
  名称：

  A Facile Synthesis of α-Chloro Enones by Oxidative Chlorination

  摘要：

  在室温下，各种α,β-不饱和环酮与氢氯酸和间氯过氧苯甲酸在二甲基甲酰胺中的反应，以高区域选择性获得了相应的高产率的α-氯代α,β-不饱和环酮。

  DOI：

  10.1055/s-1993-25846
• 作为产物：
  描述：

  3-苯甲酰丙烯酸 在 glycerol-3-Phosphate Dehydrogenase 、 葡萄糖 、 NADP⁺ 、 Nocardia PPTase 、 Segniliparus CAR 、 5’-三磷酸腺苷 、 辅酶 A 、 magnesium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 生成 (E)-4-Oxo-4-phenyl-but-2-enal
  参考文献：
  名称：

  Exploring the synthetic applicability of a new carboxylic acid reductase from Segniliparus rotundus DSM 44985

  摘要：

  A new carboxylic acid reductase (CAR) gene from Segniliparus rotundus DSM 44985 was overexpressed in Escherichia colt. The recombinant enzyme exhibited high activity toward a variety of aromatic and aliphatic carboxylic acids. Especially, it effectively reduced 4-hydroxybenzoic acid (8a) and 4-nitrobenzoic acid (19a), toward which the known Nocardia CAR exhibited no or little activity. The recombinant E. colt cells co-expressing the Segniliparus CAR and Nocardia PPTase genes catalyzed the reductions of vanillic acid (20a) and 3,4-dihydroxyphenylacetic acid (25a) to give vanillyl alcohol (20c) and 3-hydroxytyrosol (25c) with high yield, respectively. The endogenous aldehyde reductases of E. coli should be responsible for the further reduction of the produced aldehydes. These results demonstrated that Segniliparus CAR was a useful addition to the biocatalyst tool-box for the reduction of carboxylic acids and might find applications in the synthesis of valuable bio-based chemicals from renewable resources. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2015.01.014

文献信息

• 1-Tributylstannyl-3,3-diethoxyprop-1 -ene as a d³acrolein equivalent
  作者：Jean-Luc Parrain、Alain Duchêne、Jean-Paul Quintard

  DOI：10.1039/p19900000187

  日期：——

  1-Tributylstannyl-3,3-diethoxyprop-1-ene has proved to be a readily available β-formylvinyl anion equivalent which under mild experimental conditions gives ready access to cinnamic skeletons and 4-oxo- or 6-oxo-α,β-enals.

  1-三丁基锡烷基-3,3-二乙氧基丙-1-烯已被证明是易于获得的β-甲酰基乙烯基阴离子当量，在温和的实验条件下，该化合物可轻松接触肉桂酸酯骨架和4-氧代或6-氧代-α，β-灌肠。
• Process for producing 4-phenyl-4-oxo-2-butenoic ester derivative
  申请人：Itoh Isamu

  公开号：US20050176994A1

  公开（公告）日：2005-08-11

  A 4-phenyl-4-oxo-2-butenoate derivative is stably supplied in a short period of time, at low cost, in high purity and on an industrial scale by a process for producing the 4-phenyl-4-oxo-2-butenoate derivative, which comprises simultaneously or continuously reacting a sulfuric ester, an aromatic hydrocarbon and a maleic anhydride derivative.

  一种生产4-苯基-4-氧代-2-丁烯酸酯衍生物的方法，通过同时或连续反应硫酸酯、芳香族碳氢化合物和马来酸酐衍生物，可以在短时间内、低成本、高纯度和工业规模上稳定地提供4-苯基-4-氧代-2-丁烯酸酯衍生物。
• ENANTIOSELECTIVE REACTIONS CATALYZED BY CHIRAL TRIAZOLIUM SALTS
  申请人：Bode Jeffrey

  公开号：US20100210452A1

  公开（公告）日：2010-08-19

  This invention provides a convenient method for converting imines and other electrophiles into heterocyclic ring systems. The process does not require the use of metallic reagents, and is catalyzed by an organic heterocyclic carbene catalyst. Accordingly, it produces the desired compounds without the concomitant production of a large volume of metallic waste. Chiral heterocyclic carbene catalysts of the invention and methods of using these catalysts produce chiral heterocycles in high enantiomeric and diastereomeric excess.

  本发明提供了一种将亚胺和其他亲电试剂转化为杂环环系统的方便方法。该过程不需要使用金属试剂，而是由有机杂环卡宾催化剂催化。因此，它可产生所需化合物而不伴随大量金属废物的产生。本发明的手性杂环卡宾催化剂及其使用方法可产生高对映选择性和立体异构选择性的手性杂环。
• 4-ALKOXY/ARALKOXY-5-SUBSTITUTED-PYRROLOPYRIMIDINE COMPOUNDS AS TAK1 INHIBITORS IN DISEASE TREATMENT
  申请人：Confluence Life Sciences Inc.

  公开号：US20150203499A1

  公开（公告）日：2015-07-23

  The present disclosure provides 4-alkoxy/aralkoxy-5-substituted-pyrrolopyrimidine compounds, pharmaceutically acceptable salts, solvates and pharmaceutical compositions of compounds embraced by Formula (I), providing a therapeutic benefit to subjects with disease conditions, especially cancer, wherein R 1 and R 2 are as defined in the detailed description.

  本公开提供4-烷氧基/芳氧基-5-取代-吡咯蒽嘧啶化合物、药学上可接受的盐、溶剂和由式(I)所包含的化合物组成的制药组合物，为患有疾病情况的受试者提供治疗益处，特别是癌症，其中R1和R2如详细说明中所定义。
• PROCESS FOR PRODUCING 4-PHENYL-4-OXO-2-BUTENOIC ESTER DERIVATIVE
  申请人：Sankio Chemical Co., Ltd.

  公开号：EP1505054A1

  公开（公告）日：2005-02-09

  A 4-phenyl-4-oxo-2-butenoate derivative is stably supplied in a short period of time, at low cost, in high purity and on an industrial scale by a process for producing the 4-phenyl-4-oxo-2-butenoate derivative, which comprises simultaneously or continuously reacting a sulfuric ester, an aromatic hydrocarbon and a maleic anhydride derivative.

  通过一种生产 4-苯基-4-氧代-2-丁烯酸衍生物的工艺，可在短时间内以低成本、高纯度和工业规模稳定地提供 4-苯基-4-氧代-2-丁烯酸衍生物，该工艺包括同时或连续地使硫酸酯、芳香烃和马来酸酐衍生物发生反应。