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以对溴苯胺为原料,经重氮化、碘代反应制备了对溴碘苯,再与以2-溴丙烷为原料制备的异丙基溴化镁进行碘-镁交换反应,生成对溴苯基溴化镁,然后在低温下与硼酸三甲酯反应水解制得对溴苯硼酸。通过熔点、红外、核磁等分析手段对产物进行了表征。优化了对溴碘苯、异丙基溴化镁、对溴苯基溴化镁和对溴苯硼酸等过程的合成条件,得到了最适宜的反应条件:对溴碘苯合成中,重氮化反应硫酸质量分数为20%,碘代溶剂为氯仿,反应温度为-10℃;异丙基溴化镁合成中,反应时间为2h,反应温度为50℃;异丙基溴化镁与对溴碘苯交换反应中,两者的物质的量比为2∶1,交换温度为-10℃;对溴苯硼酸合成中,硼酸三甲酯与对溴碘苯的原料物质的量配比为3∶1,亲核取代温度为-40℃,反应时间为2h,产品收率可达69.8%,HPLC纯度达99.7%。与传统的合成工艺相比,该路线大大提高了产品的纯度和收率,更适用于工业化生产。 相似文献
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本文综述了近年来邻溴苯甲醚合成进展的情况。就邻溴苯甲醚合成存在的问题进行了分析,并展望了邻溴苯甲醚合成技术的发展趋势。 相似文献
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本文提出了以邻硝基甲苯(ONT)为起始原料,在光照条件下经溴化氢和双氧水溴化成邻硝基二溴甲基苯(ONDB),再用沈硫酸水解制得邻 基苯甲醛(ONBA)的新路线。用元素分析、红外光谱及氢核磁共振谱分析证实了产物ONDB及ONBA的结构。溴化收率为90%,水解收率为57.6%,总收率51.8%,比现有工业生产方法的收率都高得多。 相似文献
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硼酸催化合成水杨酸异丙酯的研究 总被引:3,自引:0,他引:3
以硼酸为催化剂合成水杨酸异丙酯,发现硼酸对水杨酸异丙酯的合成具有良好的催化活性,考察并优化了硼酸催化合成水杨酸异丙酯的工艺条件,实验结果表明,采用优化的工艺条件,硼酸催化剂可减少用量,提高总收率,缩短生产周期,降低生成成本。 相似文献
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Yahong Tan Junjie Wu Lulu Song Mengmeng Zhang Christopher John Hipolito Changsheng Wu Siyuan Wang Youming Zhang Yizhen Yin 《International journal of molecular sciences》2021,22(23)
Peptides inherently feature the favorable properties of being easily synthesized, water-soluble, biocompatible, and typically non-toxic. Thus, boronic acid has been widely integrated with peptides with the goal of discovering peptide ligands with novel biological activities, and this effort has led to broad applications. Taking the integration between boronic acid and peptide as a starting point, we provide an overview of the latest research advances and highlight the versatile and robust functionalities of boronic acid. In this review, we summarize the diverse applications of peptide boronic acids in medicinal chemistry and chemical biology, including the identification of covalent reversible enzyme inhibitors, recognition, and detection of glycans on proteins or cancer cell surface, delivery of siRNAs, development of pH responsive devices, and recognition of RNA or bacterial surfaces. Additionally, we discuss boronic acid-mediated peptide cyclization and peptide modifications, as well as the facile chemical synthesis of peptide boronic acids, which paved the way for developing a growing number of peptide boronic acids. 相似文献
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Sanna L. Diemer Morten Kristensen Brian Rasmussen Sophie R. Beeren Michael Pittelkow 《International journal of molecular sciences》2015,16(9):21858-21872
Dynamic combinatorial chemistry has emerged as a promising tool for the discovery of complex receptors in supramolecular chemistry. At the heart of dynamic combinatorial chemistry are the reversible reactions that enable the exchange of building blocks between library members in dynamic combinatorial libraries (DCLs) ensuring thermodynamic control over the system. If more than one reversible reaction operates in a single dynamic combinatorial library, the complexity of the system increases dramatically, and so does its possible applications. One can imagine two reversible reactions that operate simultaneously or two reversible reactions that operate independently. Both these scenarios have advantages and disadvantages. In this contribution, we show how disulfide exchange and boronic ester transesterification can function simultaneous in dynamic combinatorial libraries under appropriate conditions. We describe the detailed studies necessary to establish suitable reaction conditions and highlight the analytical techniques appropriate to study this type of system. 相似文献
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