Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Molecules. 2021 Sep 8;26(18):5459. doi: 10.3390/molecules26185459.
An efficient method for the synthesis of nojirimycin- and pyrrolidine-based iminosugar derivatives has been developed. The strategy is based on the partial reduction in sugar-derived lactams by Schwartz's reagent and tandem stereoselective nucleophilic addition of cyanide or a silyl enol ether dictated by Woerpel's or diffusion control models, which affords amino-modified iminosugars, such as ADMDP or higher nojirimycin derivatives.
已经开发出一种高效合成诺吉利霉素和吡咯烷类亚氨基糖衍生物的方法。该策略基于Schwartz 试剂对糖衍生内酰胺的部分还原,以及氰化物或硅基烯醇醚的立体选择性亲核加成,这是由 Woerpel 或扩散控制模型决定的,得到氨基修饰的亚氨基糖,如 ADMDP 或更高的诺吉利霉素衍生物。