一锅法合成含氨基葡萄糖分子片段的1,4-二取代氨基脲衍生物

One-Pot Synthesis of 1,4 - disubstituted Semicarbazide Derivatives Containing Glucosamine Molecular fragments

摘要:

摘要：为了需求新的含有氨基葡萄糖分子片段的氨基脲类化合物，以1,3,4,6-四-O-苄基-β-D-氨基葡萄糖盐酸盐，固体光气和酰肼为原料，一锅法合成了11种1,4-二取代氨基脲衍生物。实验采用的合成方法具有条件温和、反应时间短、操作简单、后处理方便、产率较高等特点。对于合成多种具有代表性的目标产物，该方法适应性较强，并且以乙酰肼为模型反应物，对实验条件进行优化研究，得到最优合成条件。以低毒易得原料高效高产率合成了目标产物，为含有氨基葡萄糖分子片段的氨基脲类化合物合成提供了一种新的便利方法。目标化合物结构经IR，1H NMR，HRMS(ESI)进行了表征。

Abstract:

Kinds of 1,4 - disubstituted D-Glucosamine urea derivatives were synthesized from 1,3,4,6-tetra-O-benzyl-β-D-glucosamine hydrochloride, solid phosgene and hydrazine to demand for new compounds containing semicarbazide glucosamine molecule fragments. The method used in the experiments have characteristics of mild conditions, short reaction time, simple operation, easy post-processing, high yield and so on. For the synthesis of varieties of the representative target products, the method had good adaptability. Used acetyl hydrazide as the model to sort out the experimental conditions. The optimum conditions obtained by optimization of experimental conditions. The target products were synthesized in high yield with low toxicity and available materials. A convenient method was provided for the synthesis of urea derivatives containing glucosamine molecule fragment. The structure of target products were confirmed by IR spectroscopy, 1HNMR and ESI-MS spectra.