(3E)-5,5-dimethylhex-3-enoic acid | 170373-64-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3E)-5,5-dimethylhex-3-enoic acid
• 英文别名: (E)-5,5-dimethylhex-3-enoic acid
• CAS: 170373-64-5
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: PTNIOOAGCXCAKB-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  (3E)-5,5-dimethylhex-3-enoic acid 在 ABSA 、 硫酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 3.5h， 生成 (E)-2-Diazo-5,5-dimethyl-hex-3-enoic acid ethyl ester
  参考文献：
  名称：

  A Stereospecific Access to Allylic Systems Using Rhodium(II)−Vinyl Carbenoid Insertion into Si−H, O−H, and N−H Bonds

  摘要：

  Rhodium-catalyzed decomposition of alpha-vinyldiazoesters in the presence of silanes, alcohols, ethers, amines, and thiols have been shown to produce the corresponding alpha-silyl, alpha-hydroxy, alpha-alkoxy, alpha-amino, and alpha-thioalkoxy esters in generally good yield with a complete retention of the stereochemistry of the double bond of the diazo precursor. An extension of the process in homochiral series has also been devised using either a chiral auxiliary attached to the ester function or achiral alpha-vinyldiazoesters and Doyle's chiral catalyst Rh-2(MEPY)(4). In the former approach, pantolactone as chiral auxiliary gave diastereoselectivities of up to 70%, while the second approach produced the desired allylsilane with ee as high as 72%. On the other hand, Rh-2(MEPY)(4)-catalyzed insertion into the O-H bond of water led to poor or no enantioselectivity in good agreement with recent literature reports.

  DOI：

  10.1021/jo961952j
• 作为产物：
  描述：

  (2E)-1-Bromo-4,4-dimethyl-2-pentene 、 二氧化碳 在 高氯酸四乙基铵 、 magnesium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到(3E)-5,5-dimethylhex-3-enoic acid
  参考文献：
  名称：

  Regioselective synthesis of β,γ-unsaturated acids by the electrochemical carboxylation of allylic bromides using a reactive-metal anode

  摘要：

  Electrolysis of gamma-mono and disubstituted allylic bromides in the presence of atmospheric pressure of carbon dioxide using a platinum cathode and a magnesium anode gave regioselectively the corresponding gamma-mono and disubstituted beta,gamma-unsaturated carboxylic acids in 34-71% yields.

  DOI：

  10.1016/0040-4039(95)00537-m

文献信息

• CATALYTIC HYDROGENATION USING COMPLEXES OF BASE METALS WITH TRIDENTATE LIGANDS
  申请人：Vasudevan Kalyan V.

  公开号：US20150336862A1

  公开（公告）日：2015-11-26

  Complexes of cobalt and nickel with tridentate ligand PNHP R are effective for hydrogenation of unsaturated compounds. Cobalt complex [(PNHP Cy )Co(CH 2 SiMe 3 )]BAr F 4 (PNHP Cy =bis[2-(dicyclohexylphosphino)ethyl]amine, BAr F 4 =B(3,5-(CF 3 ) 2 C 6 H 3 ) 4 )) was prepared and used with hydrogen for hydrogenation of alkenes, aldehydes, ketones, and imines under mild conditions (25-60° C., 1-4 atm H 2 ). Nickel complex [(PNHP Cy )Ni(H)]BPh 4 was used for hydrogenation of styrene and 1-octene under mild conditions. (PNP Cy )Ni(H) was used for hydrogenating alkenes.

  钴和镍与三齿配体PNHP R形成的配合物对不饱和化合物的加氢反应有效。钴配合物[(PNHP Cy)Co(CH2SiMe3)]BArF4(PNHP Cy=bis[2-(dicyclohexylphosphino)ethyl]amine, BArF4=B(3,5-(CF3)2C6H3)4))已制备并与氢气一起在温和条件下（25-60°C，1-4大气压H2）用于烯烃、醛、酮和亚胺的加氢反应。镍配合物[(PNHP Cy)Ni(H)]BPh4用于苯乙烯和1-辛烯的加氢反应在温和条件下进行。 (PNP Cy)Ni(H)用于烯烃的加氢反应。
• Metal-Controlled, Regioselective, Direct Intermolecular α- or γ-Amination with Azodicarboxylates
  作者：Xin Fu、He-Yuan Bai、Guo-Dong Zhu、Yan Huang、Shu-Yu Zhang

  DOI：10.1021/acs.orglett.8b01183

  日期：2018.6.15

  A metal-controlled, regioselective intermolecular amination of unsaturated N-acylpyrazoles with azodicarboxylates is described. Under zinc catalysis, the N-acylpyrazole substrates undergo amination at the α-position of the N-acylpyrazole moiety. Conversely, with silver as the catalyst, the reaction gave γ-amination products. Both catalytic protocols provided alternative, convenient, and simple strategies

  描述了不饱和N-酰基吡唑与偶氮二羧酸盐的金属控制的区域选择性分子间胺化。在锌催化下，N-酰基吡唑底物在N-酰基吡唑部分的α-位进行胺化。相反，以银为催化剂，反应得到γ-氨基化产物。两种催化方案都提供了有效，区域选择性地访问结构独特的含C-N键的化合物的替代，便捷和简单策略。该方法的合成效用通过克规模的实验以及随后的γ-氨基酸类似物的有效合成得到了说明。
• QUATERNARY AMMONIUM SALT COMPOUNDS
  申请人：Mitsuyama Etsuko

  公开号：US20120046467A1

  公开（公告）日：2012-02-23

  [Problem] The object of the present invention is to provide a novel compound having 132 adrenergic receptor agonist activity and muscarinic receptor antagonist activity. [Means for Solving the Problem] The present invention is a quaternary ammonium salt compounds represented by formula (I), or a pharmaceutically acceptable salt thereof, with superior β32 adrenergic receptor agonist activity and muscarinic receptor antagonist activity.

  本发明的目的是提供一种具有132肾上腺素受体激动剂活性和肌制剂受体拮抗活性的新型化合物。本发明是一种由化学式(I)表示的季铵盐化合物，或其在药学上可接受的盐，具有优越的β32肾上腺素受体激动剂活性和肌制受体拮抗活性。
• [EN] BICYCLIC PYRIDONE LACTAMS AND METHODS OF USE THEREOF<br/>[FR] LACTAMES DE PYRIDONE BICYCLIQUES ET LEURS MÉTHODES D'UTILISATION
  申请人：HOFFMANN LA ROCHE

  公开号：WO2018073193A1

  公开（公告）日：2018-04-26

  The invention provides novel compounds having the general formula (I) wherein R1, X, Zlto Z5, L, n, the A ring, and the B ring, are as described herein, pharmaceutical compositions including the compounds and methods of using the compounds.Compounds (I) act as inhibitors of RIP1 kinase.

  这项发明提供了具有一般式（I）的新化合物，其中R1、X、Z1至Z5、L、n、A环和B环如本文所述，包括这些化合物的药物组合物以及使用这些化合物的方法。化合物（I）作为RIP1激酶的抑制剂。
• [EN] SUBSTITUTED PYRIDINE DERIVATIVES USEFUL AS GPR131 AGONISTS<br/>[FR] DÉRIVÉS PYRIDINES SUBSTITUÉES UTILES EN TANT QU'AGONISTES DE GPR131
  申请人：MERCK SHARP & DOHME

  公开号：WO2013062887A1

  公开（公告）日：2013-05-02

  Compounds of structural Formula (I) are inhibitors of GPR131. The compounds of the present invention are useful for the prevention and treatment of conditions related to the activity of GPR131 such as abnormal metabolism, including obesity; diabetes; metabolic syndrome; obesity related disorders; and diabetes related disorders.

  结构式（I）的化合物是GPR131的抑制剂。本发明的化合物对预防和治疗与GPR131活性相关的疾病非常有用，如异常代谢，包括肥胖、糖尿病、代谢综合征、与肥胖相关的疾病以及与糖尿病相关的疾病。