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近年来,人们对具有旋光性的手性冠醚能在酶的模拟、手性识别、不对称合成等方面的应用寄予很大的希望。许多化学工作者相继在这一领域开展了一系列的工作。但相对来讲,这类冠醚较一般冠醚更难合成,对原料、试剂的要求较高。因此其研究和应用受到了限制。本文利用一种工业生产氯霉素的付产物——(1s,2s)-1-对硝基苯基-2-氨基丙二醇-1,3(工厂简称右胺)为基本原料,成功地合成了3个手性冠醚。此法由于原料就具有旋光性,且纯度较高,所得粗产物经过柱层析分离纯化,就能获得纯品。合成方法如下:
In recent years, people have great hope for the application of optically active chiral crown ether in enzyme simulation, chiral recognition, asymmetric synthesis and the like. Many chemical workers have successively carried out a series of tasks in this field. However, relatively speaking, such crown ethers are more difficult to synthesize than conventional crown ethers and have higher requirements on raw materials and reagents. Therefore, its research and application has been limited. In this paper, a commercially available byproduct of chloramphenicol - (1s, 2s) -1-p-nitrophenyl-2-aminopropanediol-1,3 (the factory referred to as the right amine) as the basic raw material, successfully synthesized 3 chiral crown ether. This method because the raw material is optically active, and high purity, the crude product was purified by column chromatography, you can get pure. The synthesis method is as follows: