Synthesis of Novel Bicycloβ-Lactams As Potential β-Lactamase Inhibitors

β-内酰胺类抗生素是临床上最常用和品种最多的一类抗生素，它们为保护人类的健康、延长寿命发挥了巨大的作用。但是，随着β-内酰胺类抗生素的广泛使用，细菌逐渐对其产生了耐药性，从而使得一些β-内酰胺药物的疗效大大下降。其中β-内酰胺酶的产生是细菌对该类抗生素产生耐药性的主要机制。研究发现，在对待由产生耐药性的细菌所引起的感染时，将β-内酰胺酶抑制剂与降低疗效的β-内酰胺类抗生素联合使用，会保持甚至加强β-内酰胺类抗生素的抗菌活性。因此，积极开发新的β-内酰胺类抗生素和高效、广谱的β-内酰胺酶抑制剂是合成化学和药物化学工作者面临的重要课题之一。本论文的目的之一是以2-金刚烷酮为原料，利用氯磺酰异腈酸酯...The β-lactam antibiotic is the most important class of antibiotic used in the clinical practice for the treatment of bacterial infections. They have immense influence on protecting people’s health and have saved millions of human lives since their first application in the 1940’s. However，the development of β-lactam antibiotics resistant bacteria has raised a major challenge for the effectiveness o...学位：理学硕士院系专业：化学化工学院化学系_有机化学学号：20022503

Synthesis and Crystal Structure of 4-Oxo-3-aza-tricyclo-[5.3.1.0--(2,5)]undecane-9-carb-oxylic Acid Methyl Ester

以2-金刚烷酮为起始原料,通过烯烃与氯磺酰异氰酸酯的[2+2]环加成等5步反应合成了新型双环β-内酰胺类化合物5.采用1H nMr,Ir和MS等手段对所得化合物的结构进行了表征.此外,还通过将化合物5酰化并采用X射线单晶衍射分析方法进一步测定了化合物5的空间立体结构.结果表明,烯烃3与氯磺酰异氰酸酯的[2+2]环加成反应具有高度的立体选择性和区域选择性.Since the [2+2] cycloaddition of chlorosulfonyl isocyanate(CSI) with an alkene is a very effective method for the synthesis of β-lactams in organic synthesis.In this paper,a new type bicyclic β-lactam compound was synthesized starting from 2-adamantanone employing the [2+2]cycloaddition strategy.The compound 4-oxo-3-aza-tricyclo-[5.3.1.02,5]undecane-9-carb-oxylic acid methyl ester(5) was synthesized in five steps in 47.5% overall yield including esterification of the carboxy group,[2+2] cycloaddition of the alkene 3 with CSI.Their structures were characterized by means of 1H NMR,IR spectra and MS techniques,and the structure of 4-oxo-3-aza-tricyclo-[5.3.1.02,5]undecane-9-carb-oxylic acid methyl ester(5) was further determined by X-ray single crystal diffraction analysis method after the acylation reaction.The results indicate that the [2+2] cycloaddition of cyclic alkene 3 with chlorosulfonyl isocyanate proceeded with excellent regio-and stereo-selectivity.This work provides a good option for the chiral synthesis of β-lactams.重庆医科大学科研基金(批准号:0200101105)资

抗氧化剂在饲料油脂中抗氧化的试验

标准的全价饲料中油脂在水分和金属微量元素等的作用下极易发生氧化酸败,影响饲料的保质期和适口性。在鱼油和大豆油中添加适量的水和金属微量元素,再添加特丁基对苯二酚(TbHQ)、乙氧喹和氧立停抗氧化剂,置于50℃恒温烘箱中,通过检测油样过氧化值和酸价的变化来研究各种抗氧化剂的效果

Synthesis and Crystal Structure of 4-Oxo-3-aza-tricyclo-[5.3.1.0~(2,5)]undecane-9-carb-oxylic Acid Methyl Ester

联系人简介: 梁国娟, 女, 讲师, 主要从事药物合成方面的研究. E-mail:[email protected][中文文摘]以2-金刚烷酮为起始原料,通过烯烃与氯磺酰异氰酸酯的[2+2]环加成等5步反应合成了新型双环β-内酰胺类化合物5.采用1H NMR,IR和MS等手段对所得化合物的结构进行了表征.此外,还通过将化合物5酰化并采用X射线单晶衍射分析方法进一步测定了化合物5的空间立体结构.结果表明,烯烃3与氯磺酰异氰酸酯的[2+2]环加成反应具有高度的立体选择性和区域选择性.[英文文摘]Since the [2+2] cycloaddition of chlorosulfonyl isocyanate(CSI) with an alkene is a very effective method for the synthesis of β-lactams in organic synthesis.In this paper,a new type bicyclic β-lactam compound was synthesized starting from 2-adamantanone employing the [2+2]cycloaddition strategy.The compound 4-oxo-3-aza-tricyclo-[5.3.1.02,5]undecane-9-carb-oxylic acid methyl ester(5) was synthesized in five steps in 47.5% overall yield including esterification of the carboxy group,[2+2] cycloaddition of the alkene 3 with CSI. Their structures were characterized by means of 1H NMR, IR spectra and MS techniques, and the structure of 4-oxo-3-aza-tr icyclo-[ 5.3.1.0 2,5] undecane-9-carb-oxylic acid methyl ester(5) was further determ ined by X-ray single crystal diffraction analysismethod after the acylation reaction. The results indicate that the [2+2] cycloaddition of cyclic alkene 3 with chlorosulfonyl isocyanate proceeded with excellent regio-and stereo-selectivity. This work provides a good option for the chiral synthesis of B-lactams.基金项目: 重庆医科大学科研基金(批准号: 0200101105)资助

一种ITQ-13分子筛的合成方法

一种纯硅和硅铝ITQ-13分子筛的合成方法，对于纯硅ITQ-13分子筛的合成，其特征在于以白炭黑为硅源；对于硅铝ITQ-13的合成，其特征在于以白炭黑为硅源，以异丙醇铝或九水合硝酸铝为铝源。该方法克服了以往合成方法难以直接合成硅铝ITQ-13分子筛且合成步骤繁琐、重复性差的缺点。带填