151649-54-6Relevant articles and documents
Solvent- and catalyst-free transamidations of unprotected glycosyl carboxamides
Bensalah, Fouzia Ouadah,Bil, Abed,Wittine, Karlo,Bellahouel, Salima,Lesur, David,Markovic, Dean,Laclef, Sylvain
, p. 9425 - 9429 (2019)
The transamidation reactions of unprotected mono- and disaccharidic carboxamides with various primary and secondary arylic, heterocyclic or aliphatic amines are described. This new method is green and atom efficient and gives good to high yields. Notably, the conditions do not require either a solvent or a catalyst and give ammonia as a single by-product. The described coupling reaction is compatible with a variety of functional groups and was used in the synthesis of various glycosidic derivatives and biologically relevant glycolipids. A plausible reaction mechanism involving an intermolecular H-bond activation of the starting carboxamides is proposed.
Synthesis and Biological Evaluation of Cyanogenic Glycosides
Yashunsky, Dmitry V.,Kulakovskaya, Ekaterina V.,Kulakovskaya, Tatiana V.,Zhukova, Olga S.,Kiselevskiy, Mikhail V.,Nifantiev, Nikolay E.
, p. 460 - 474 (2015/12/23)
An efficient procedure for the synthesis of cyanogenic glycosides with different carbohydrate units was developed. Amygdalin (3), prunasin (1), sambunigrin (2), and neoamygdalin (21) were prepared according to the elaborated method, and biological tests, including antifungal, antibacterial, and cytotoxic activities, were performed.
