在深共熔溶剂中将甲壳素衍生的 N-乙酰-D-葡萄糖胺直接转化为 3-乙酰氨基-5-乙酰呋喃。
Direct conversion of chitin derived N-acetyl-D-glucosamine into 3-acetamido-5-acetylfuran in deep eutectic solvents.
机构信息
State Key Laboratory of Hollow Fiber Membrane Materials and Processes, School of Chemistry, Tiangong University, Binshuixi Road, Tianjin, 300387, China.
State Key Laboratory of Hollow Fiber Membrane Materials and Processes, School of Chemistry, Tiangong University, Binshuixi Road, Tianjin, 300387, China.
出版信息
Carbohydr Res. 2023 Feb;524:108742. doi: 10.1016/j.carres.2023.108742. Epub 2023 Jan 14.
3-Acetylamino-5-acetylfuran (3A5AF) is an important nitrogen-containing fine chemical with broad application prospects and high research value. Herein, we report a novel method for the conversion of N-acetyl-d-glucosamine (NAG) to 3A5AF in the choline chloride-based deep eutectic solvents (DESs). The catalytic activities of various DESs have been smoothly screened, and DES 2 (choline chloride/PEG-200/boronic acid = 1/1/0.5) displayed the best catalytic performance. In the absence of any additional solvent, catalyst and additive, product 3A5AF was obtained in 18.3% yield after reacting at 180 °C for 15 min under atmospheric condition. In addition, DES 2 showed a good reusability. The possible reaction pathway was elucidated on the basis of the results of LC-MS and C NMR spectra. This study provided a new perspective for the application of DES in the conversion of chitin biomass.
3-乙酰氨基-5-乙酰呋喃（3A5AF）是一种重要的含氮精细化学品，具有广泛的应用前景和高研究价值。在此，我们报道了一种在氯化胆碱基深共熔溶剂（DES）中将 N-乙酰-D-葡萄糖胺（NAG）转化为 3A5AF 的新方法。我们顺利筛选了各种 DES 的催化活性，DES 2（氯化胆碱/PEG-200/硼酸=1/1/0.5）显示出最佳的催化性能。在没有任何额外溶剂、催化剂和添加剂的情况下，在大气条件下于 180°C 反应 15 分钟后，产物 3A5AF 的收率为 18.3%。此外，DES 2 具有良好的可重复使用性。根据 LC-MS 和 C NMR 谱的结果，阐明了可能的反应途径。这项研究为 DES 在甲壳素生物质转化中的应用提供了新的视角。
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