Abstract
The reaction of glycosyl isothiocyanates (5a-c) with 2-aminopyridine or 2-amino-4-picoline gave N-glycosyl-N'-(pyrid-2-yl) thioureide (6a) or N-glycosyl-N'-(4-methylpyrid-2-yl) thioureide (6b), respectively, in good yields ; cyclized products were not obtained. On the other hand, the reaction of glycosyl isothiocyanates (5a-c) with ethyl 3-aminocrotonate yielded ethyl 3-amino-2-glycosylthiocarbamoylcrotonates (7a-c) and glycosylaminoisothiazoles (8a-c). A similar reaction between 5a-c and 6-amino-1, 3-dimethyluracil afforded glycosylaminoisothiazolo [3, 4-d] pyrimidines (10a-c) in excellent yields.
