Straightforward and easy preparation of the glucopyranoside-N-incorporated 4-amino-1,2,4-triazoles
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ZVEAGHINTSEVA, Marina. Straightforward and easy preparation of the glucopyranoside-N-incorporated 4-amino-1,2,4-triazoles. In: The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova, 28-30 mai 2014, Chișinău. Chișinău, Republica Moldova: Institutul de Chimie al AȘM, 2014, p. 222.
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The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova 2014
Conferința "The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova"
Chișinău, Moldova, 28-30 mai 2014

Straightforward and easy preparation of the glucopyranoside-N-incorporated 4-amino-1,2,4-triazoles


Pag. 222-222

Zveaghintseva Marina
 
Institute of Chemistry of the Academy of Sciences of Moldova
 
 
Disponibil în IBN: 23 iunie 2020


Rezumat

It is known that saccharide-incorporated heterocyclic compounds make their derivatives
highly soluble in water, and therefore, they can be utilized for applications in water.
Furthermore, the interaction with saccharides is important for cell recognition in biological
systems [1], and it has been utilized for drug delivery [2-4]. Triazole is a five membered
heterocyclic system consisting of two carbon atoms and three nitrogen atoms that shows wide
range of biological activities. Synthesis of Schiff like compounds was mostly carried out in
solvent medium and it was catalyzed by bases or Lewis acids, which increase the risk of wasting
the heavy hazardous chemicals and solvents.

This study includes the solvent and catalyst free synthesis of unprotected glucopyranoside-
N-incorporated 1,2,4-triazoles 3 from (+)-D-glucose 1 and 4-amino-1,2,4-triazole 2 according
scheme. As the results we are proposed the straightforward and easy preparation of the
unprotected glucopyranoside-N-incorporated 4-amino-1,2,4-triazoles 3 in high yields.
The author gratefully acknowledges the bilateral MD-UC project (Ref. № 14.820.18.02.06/U)
for financial support and Prof. Macaev F. for helpful discussions.
References:
1. Osborn H., Khan T. Oligosaccharides, Their Synthesis and Biological Roles. Oxford University
Press: Oxford, U.K., 2000, p 7.
2. Brudzinska I., Mikata Y., Obata M., Ohtsuki C. Yano S. Bioorg. Med. Chem. Lett. 2004, 14,
2533.
3. Mikata Y., Shinohara Y., Yoneda K., Nakamura Y., Brudzinska I., Tanase T., Kitayama T.,
Takagi R., Okamoto T., Kinoshita I., Doe M., Orvig C., Yano S. Bioorg. Med. Chem. Lett. 2001,
11, 3045.
4. Chen Y., Janczuk A., Xhen X., Wang J., Ksebati M., Wang P.G. Carbohydr. Res. 2002, 337,
1043.