Synthesis of Novel Glycosyl 1, 3, 4-Thiadiazole Derivatives. (October 2016)

• Record Type: Journal Article
• Authors: Cheng, Feng-Chang; Yin, Long; Liu, Xiu-Jian; Liu, Wei-Wei; Cao, Zhi-Ling; Shi, Da-Hua; Wang, Lei
• Is Part Of: Journal of chemical research. Volume 40:Number 10(2016)
• Page Start: 614
• Page End: 619
• Publication Date: 2016-10
• Subjects: D-glucosamine -- 1, 3, 4-thiadiazole -- glycosyl isothiocyanate; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751916X14738636315471
• Languages: English
• ISSNs: 1747-5198

Abstract

A convenient and mild protocol for the synthesis of glycosyl 1, 3, 4-thiadiazole derivatives was developed, which involved the reaction of glycosyl isothiocyanate, hydrazine hydrate, and various aldehydes followed by oxidative cyclisation with ferric ammonium sulfate in methanol. 13 examples of different glycosyl 1, 3, 4-thiadiazole derivatives were prepared. Good yields (70–87%) have been achieved. The glycosyl 1, 3, 4-thiadiazole derivatives may find applications in medicinal chemistry and pharmaceutical industry.