(E)-4-phenylpent-2-enoic acid | 223243-87-6

• 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-phenylpent-2-enoic acid
• 英文别名: (E)-4-Phenyl-pent-2-enoic acid
• CAS: 223243-87-6
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: IEEWSHYKEAWEMY-BQYQJAHWSA-N

物化性质

• 沸点：
  326.1±21.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-4-phenylpent-2-enoic acid 在 4-二甲氨基吡啶 、 copper(II) bis(trifluoromethanesulfonate) 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 四甲基胍 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  铜催化不饱和化合物与空气的有氧氧化

  摘要：

  描述了一种温和且操作简单的铜催化乙烯基有氧氧化 β,γ-和 α,β-不饱和酯。该方法具有收率好、底物范围广、化学选择性和区域选择性好、官能团耐受性好等特点。该方法还能够氧化β,γ-和α,β-不饱和醛、酮、酰胺、腈和砜。此外，本催化体系适用于双乙烯基和三乙烯基氧化。发现四甲基胍 (TMG) 作为碱的作用至关重要，但我们也推测它可以作为三氟甲磺酸铜 (II) 的配体来生产活性铜​​ (II) 催化剂。进行的机械实验表明，通过烯丙基铜 (II) 物质存在一个合理的反应途径。最后，

  DOI：

  10.1021/jacs.8b01886
• 作为产物：
  描述：

  4-phenyl-2-pentenenitrile 在 recombinant nitrilase AtNIT₁ from Arabidopsis thailana 、 Tris*HCl buffer 作用下， 以 甲醇 、 水 为溶剂， 反应 21.0h， 以61%的产率得到(E)-4-phenylpent-2-enoic acid
  参考文献：
  名称：

  (E)-Selective hydrolysis of (E,Z)-α,β-unsaturated nitriles by the recombinant nitrilase AtNIT1 from Arabidopsis thaliana

  摘要：

  From stereoisomeric alpha,beta -unsaturated nitriles (E,Z)-1, the recombinant nitrilase AtNlTl from Arabidopsis thaliana hydrolyses the (E)-isomers exclusively to the corresponding (E)-carboxylic acids (E)-2 with high specificity. The (E)-selectivity can also be utilised for the preparation of the isomerically pure nitriles (Z)-1, From (E,Z)-2-hydroxycinnamonitrile (E,Z)-3, the otherwise difficult obtainable (Z)-3 was prepared in 66% isolated yield. With beta,gamma -unsaturated (E,Z)-3-heptenenitrile (E,Z)-4. however, (E)-selectivity was not observed. AtNlTl exhibits not only diastereoselectivity but also regioselectivity. From a mixture of the four isomers A-D of 3-(2-cyanocyclohex-3-enyl)propenenitrile 6, exclusively isomer D ((E)-cis-6) was hydrolysed to 3-(2-cyanocyclohex-3-enyl)propenoic acid (E)-cis-7. as stated by X-ray crystal structure. Only after complete conversion of D and high enzyme concentrations, isomer C ((E)-trans-6) was hydrolysed to a small extent. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00449-9

文献信息

• [EN] PHENYLALKYL SULFAMATE COMPOUND AND MUSCLE RELAXANT COMPOSITION COMPRISING THE SAME<br/>[FR] COMPOSÉ DE SULFAMATE DE PHÉNYLALKYLE ET COMPOSITION MYORELAXANTE LE CONTENANT
  申请人：BIO PHARM SOLUTIONS CO LTD

  公开号：WO2013187727A1

  公开（公告）日：2013-12-19

  The present invention relates to novel phenylalkyl sulfamate compounds, a method for preventing or treating a disease associated with muscle spasm. The present invention ensures the enhancement of muscle relaxation activity essential for alleviation of muscle spasm, such that it is promising for preventing or treating various diseases associated with muscle spasm.

  本发明涉及新型苯基烷基磺酰胺化合物，一种用于预防或治疗与肌肉痉挛相关疾病的方法。本发明确保增强肌肉松弛活性，这对于缓解肌肉痉挛至关重要，因此有望预防或治疗与肌肉痉挛相关的各种疾病。
• [EN] SULFAMATE DERIVATIVE COMPOUND FOR USE IN PREVENTING OR TREATING EPILEPSY<br/>[FR] COMPOSÉ DÉRIVÉ DE SULFAMATE DESTINÉ À ÊTRE UTILISÉ DANS LA PRÉVENTION OU LE TRAITEMENT DE L'ÉPILEPSIE
  申请人：BIO PHARM SOLUTIONS CO LTD

  公开号：WO2015088271A1

  公开（公告）日：2015-06-18

  The present invention relates to a pharmaceutical composition for treating or preventing epilepsy containing a sulfamate derivative compound and/or pharmaceutically acceptable salt thereof as an active ingredient. Furthermore, the present invention relates to a method for treatment or prevention epilepsy comprising administering a sulfamate derivative compound in a pharmaceutically effective amount to a subject in need of treatment or prevention of epilepsy.

  本发明涉及一种用于治疗或预防癫痫的药物组合物，其包含磺酰胺衍生物化合物和/或其药用可接受的盐作为活性成分。此外，本发明涉及一种治疗或预防癫痫的方法，包括向需要治疗或预防癫痫的受试者施用磺酰胺衍生物化合物的药用有效量。
• Mild Zinc-Promoted Horner-Wadsworth-Emmons Reactions of Diprotic Phosphonate Reagents
  作者：Paul Helquist、Douglas Schauer

  DOI：10.1055/s-2006-950292

  日期：2006.11

  We report the development of a mild protocol for the Horner-Wadsworth-Emmons reaction of diprotic phosphonates that makes use of a zinc triflate promoter in the presence of mild tertiary amine bases to produce α,β-unsaturated carboxylic acids and amides.

  我们报道了一种温和的二羧酸膦酸酯进行Horner-Wadsworth-Emmons反应的方法，该方法在温和的三级胺碱存在下利用三氟甲磺酸锌作为催化剂，生成α,β-不饱和羧酸和酰胺。
• Meta, para and meta, ortho double exo nucleophilic additions of trimethylsilylester enolates derived from saturated and unsaturated carboxylic acids to tricarbonylchromium complexes of aryl ethers: dearomatizing cyclization to lactones
  作者：Henri Rudler、Virginie Comte、Eva Garrier、Moncef Bellassoued、Evelyne Chelain、Jacqueline Vaissermann

  DOI：10.1016/s0022-328x(00)00848-2

  日期：2001.3

  Potassium enolates derived from saturated and unsaturated bis(trimethylsilyl) ketene acetals react with tricarbonylchromium complexes of anisole and diphenylether to give, in addition to α-arylcarboxylic acids, the mono adducts, lactones, arising from a double exo nucleophilic addition. The latter were not observed in the case of benzenetricarbonylchromium. The intermediate dienol ethers could be isolated

  衍生自饱和和不饱和双（三甲基甲硅烷基）乙烯酮缩醛的烯醇钾与苯甲醚和二苯醚的三羰基铬配合物反应，除了α-芳基羧酸外，还可以通过双核外加亲核加成反应生成单加合物，内酯。在苯三羰基铬的情况下未观察到后者。可以分离出中间二烯醇醚，并通过X射线晶体学对其进行充分表征。已经确定并讨论了取代基的性质对酮缩醛的影响，氧化剂的性质以及酯烯醇盐的性质对反应过程的影响。
• PHENYLALKYL SULFAMATE COMPOUND AND MUSCLE RELAXANT COMPOSITION COMPRISING THE SAME
  申请人：BIO-PHARM SOLUTIONS CO., LTD.

  公开号：US20150266848A1

  公开（公告）日：2015-09-24

  The present invention relates to novel phenylalkyl sulfamate compounds, a method for preventing or treating a disease associated with muscle spasm. The present invention ensures the enhancement of muscle relaxation activity essential for alleviation of muscle spasm, such that it is promising for preventing or treating various diseases associated with muscle spasm.

  本发明涉及一种新型的苯基烷基磺酰胺化合物，以及一种预防或治疗与肌肉痉挛有关的疾病的方法。本发明确保增强肌肉松弛活性，这对于缓解肌肉痉挛至关重要，因此本发明有望预防或治疗与肌肉痉挛有关的各种疾病。