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甲基酮香料的仿生合成新方法研究 总被引:1,自引:0,他引:1
四氢叶酸辅酶在生物体内的作用是转移不同氧化态的一碳单元, 当一碳单元处于甲酸氧化态时, 活性部位是具有五元环状结构的咪唑啉环. 模拟四氢叶酸辅酶转移一碳单元的反应, 以苯并咪唑甲基碘盐作为四氢叶酸辅酶甲酸氧化态模型, 以格利雅试剂甲基碘化镁作为接收一碳单元的亲核试剂, 将甲酸氧化态的一碳单元转移给甲基碘化镁, 成功合成了三种重要的甲基酮香料甲基己基酮、甲基壬基酮和甲基十一烷基酮, 其结构用元素分析, 1H NMR, IR和MS等方法进行了表征, 并对反应机理和反应条件进行了讨论, 为甲基酮香料提供了一种仿生合成新方法. 相似文献
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以2位环己基取代苯并咪唑盐作为甲酸氧化态的四氢叶酸辅酶模型, 与亲核Grignard试剂作用, 将甲酸氧化态的一碳单元转移给亲核试剂, 成功地实现了6类具有潜在应用价值的环己基甲酮的绿色仿生合成, 其结构用元素分析、1H NMR、IR和MS等方法进行了表征, 并对反应机理和反应条件进行了讨论. 相似文献
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氮杂冠醚的Mannich碱合成及其对金属离子的萃取王建华(淮北煤炭师范学院生物化学系淮北235000)关键词合成,Mannich反应,氮杂冠醚,萃取以酚羟基为中心功能基的多齿配体可络合多种金属离子,形成单核或双核金属配合物[1]Nakamura等[2... 相似文献
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An efficient and practical procedure for the Mannich reaction of secondary amine, formaldehyde, and indole or N‐methylindole employing zinc chloride is presented. A series of gramine derivatives were obtained in 58–98% yields at room temperature in EtOH by using this method. 相似文献
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A mild and practically convenient one-pot procedure for the Mannich reaction via condensation of amines, aldehydes and malonates, β-ketoesters, or β-dicarbonyl compounds has been carried out without using any organic solvent, metallic catalyst, or Lewis acids or bases at room temperature. The present protocol offers several advantages, such as goods yields, simple procedure with easy workup, and the absence of any volatile, hazardous organic solvents and metallic catalyst. 相似文献
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1,3‐Dimethylbenzimidazolidine reacts with ketones, which can provide activating α hydrogens and primary or secondary amines under acidic conditions, to yield aminomethylation derivatives by a covert Mannich reaction. 相似文献
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《Phosphorus, sulfur, and silicon and the related elements》2013,188(11):2479-2490
The reaction of Mannich bases derived from ortho-hydroxyacetophenones with N,N-dialkyldithiocarbamic acid salts result in the formation of the corresponding dithiocarbamic acid esters via an amine moiety replacement when the process is conducted in cold water. Attempts to carry out the synthesis in refluxing ethanol-water mixture led to the insertion of carbon sulfide at the C—N bond in Mannich bases. N-Aryldithiocarbamic acid salts afforded on reaction with the above-mentioned Mannich bases only bis-(2-(2-hydroxybenzoyl)ethyl)thioethers. 相似文献
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Synthesis of 2,15-Hexadecanedione as a Precursor of Muscone 总被引:5,自引:0,他引:5
Muscone is a precious fragrant compound scarce in nature. Many synthetic attempts for this unique natural product have been carried out. In this work, the one-carbon unit transfer reaction of tetrahydrofolate coenzyme was initialed. Bisbenzimidazolium salt was used as tetrahydrofolate coenzyme model, and thus the biomimetic synthesis of 2,15-hexadecanedione, a precursor of muscone, was successfully accomplished by using the addition-hydrolysis reaction of bisbenzimidazolium salt with methyl magnesium iodide. 相似文献
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Ya. L. Garazd T. N. Panteleimonova M. M. Garazd V. P. Khilya 《Chemistry of Natural Compounds》2003,39(4):330-336
Mannich bases containing the dialkylaminomethyl group in the 6- and 8-positions of 2,3-di-hydrocyclopenta[c]chromen-4-ones were prepared by condensation of 7- and 9-hydroxy-2,3-dihydrocyclopenta[c]chromen-4-ones with substituted 1,1-diaminomethanes. The effects of 8-chloro-7-hydroxy-6-(1-pyrrolidinylmethyl)-2,3-dihydrocyclopenta[c]chromen-4-one and 8-chloro-7-hydroxy-6-(morpholinomethyl)-2,3-dihydrocyclopenta[c]chromen-4-one on the central and peripheral nervous systemwere defined and enable the presence of tranquilizing and neuroleptic properties to be predicted. 相似文献
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Ya. L. Garazd T. N. Panteleimonova M. M. Garazd V. P. Khilya 《Chemistry of Natural Compounds》2002,38(6):532-538
Condensation of 1- and 3-hydroxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-ones with substituted 1,1- diaminomethanes produced Mannich bases containing a dialkylaminomethyl group in the 2- and 4-positions of 7,8,9,10-tetrahydrobenzo[c]chromen-6-one. Pharmacological screening of 2-chloro-3-hydroxy-4-(1- pyrrolidinylmethyl)-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one in Wistar rats showed that it possesses low toxicity and acts as a stimulant of the central and peripheral nervous systems with indications of neuroleptic and tranquilizing activities. 相似文献
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Recyclable heterogeneous Cu-nanoparticles efficiently catalyzed the one-pot three-component Mannich reaction of ketones, aromatic aldehydes and amines in methanol. This method provides a novel and improved method for obtaining β-amino carbonyl compounds in terms of good yield with little catalyst loading. 相似文献
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以芳香酸为原料, 通过酯化、 肼解及环化反应制得中间体5-芳基取代-1,3,4-噁二唑-2-硫酮(C1~C3), 然后中间体与甲醛和取代氨基嘧啶(D1~D5)发生Mannich反应得到一系列新型含有嘧啶环的1,3,4-噁二唑类衍生物(E1~E15). 所得目标化合物的结构经元素分析、 IR及 1H NMR确认. 初步的生物活性测定结果表明, 大部分目标化合物对植物病原菌有很好的抑制作用, 其中化合物E3和E8的抑菌效果优于对照药三唑酮. 相似文献
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以N-(1-苯基-3-甲基-5-氯)吡唑甲酰肼基二硫代甲酸钾和水合肼为起始原料,经闭环反应制得4-氨基-5-(1-苯基-3-甲基-5-氯吡唑)-1,2,4-三唑-3-硫酮(2);2与对溴苯甲醛经缩合反应得4-(4-溴苯次甲亚胺)-5-(1-苯基-3-甲基-5-氯吡唑)-1,2,4-三唑-3-硫酮(3);以乙醇为溶剂,3在甲醛溶液中与吗啉于75℃反应4 h合成了新化合物——2-(吗啉亚甲基)-4-(4-溴苯次甲亚胺)-5-(1-苯基-3-甲基-5-氯吡唑)-1,2,4-三唑-3-硫酮,总收率37%,其结构经1H NMR,IR和元素分析表征。 相似文献
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以取代苯酚、多聚甲醛和取代苯胺为原料,在无催化剂的条件下,通过Mannich缩合反应合成了一系列新型3,6(8)-二取代-2,4-二氢-1,3-苯并(口恶)嗪类化合物.结果表明,取代苯酚和取代苯胺的取代基为供电子基时,合成产物的产率高于吸电子取代基的.产物的结构用1H NMR、13C NMR、IR和MS等进行了表征.初步测试了目标化合物的杀菌活性,部分化合物具有较好的杀菌活性.当浓度为25 mg/L时,化合物4j和4d对菌核病菌的抑制率分别为86.1%和81.5%,化合物4i对灰霉病菌的抑制率为81.6%. 相似文献