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Tetrahedron

Preparation of 3, 5-bis-(β-d-glycopyranosyl)-1, 2, 4-thiadiazoles from C-(β-d-glycopyranosyl) thioformamides

E Ősz, K Czifrák, T Deim, L Szilágyi, A Bényei…

文献索引:Osz; Czifrak; Deim; Szilagyi; Benyei; Somsak Tetrahedron, 2001 , vol. 57, # 25 p. 5429 - 5434

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被引用次数: 8

摘要

Acylated C-glycopyranosyl thioformamides of d-gluco, d-galacto, and d-xylo configuration were obtained by treating the corresponding glycosyl cyanides with hydrogen sulfide in the presence of triethylamine. The thioformamides gave 3, 5-bis-(β-d-glycopyranosyl)-1, 2, 4- thiadiazoles in reactions with potassium bromate and sodium dithionite in dichloromethane– water biphasic solvent mixture. Deprotected derivatives were prepared by Zemplén ...