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2020-11-19 18:12:38

Scientists of ZIOC developed regioselective method for 6-O-acetylation of thioglycosides with acetic acid

Regioselective reactions of carbohydrates are complicated by the presence of several hydroxyl groups of similar reactivity in carbohydrate molecules. Despite the fact that primary hydroxyls react faster than others, selective acylation by known methods often requires special catalysts and environment-unfriendly reagents. The development of pathways for selective acetylation at the O-6 position is an important contribution to the study of naturally occurring carbohydrates.

Researchers from laboratory № 21 of Zelinsky Institute have proposed a convenient method for obtaining 6-O-acetyl derivatives of various thioglycosides. The acetylating agent is aqueous or anhydrous acetic acid; no additional catalysts were required. It should be also noted that the unreacted starting material can be easily recovered using column chromatography and put into the reaction again

 

Source:

P. I. Abronina, N. N. Malysheva, Al. I. Zinin, N. G. Kolotyrkina, E. V. Stepanova, and L. O. Kononov Catalyst-free regioselective acetylation of primary hydroxy groups in partially protected and unprotected thioglycosides with acetic acid RSC Adv., 2020, 10, 36836-36942. DOI: 10.1039/d0ra07360a.

 

 

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The European Academy of Sciences (Academia Europaea) was founded in 1988. It unites about four thousand globally acknowledged experts in mathematics, medicine, natural sciences, humanities, law, economy, and social and political sciences from many countries of Europe. Among its members are also European scientists who live in other regions of the world. Currently, it includes seventy two Nobel laureates and it should be highlighted that many of them were elected to the Academy before winning the Prize.
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