Per - o- acetilação de carboidratos conduzida pela resina amberyst A-15.

Abstract

Carbohydrates are macromolecules that, in addition to having multiple biological applications, are important synthons in the creation of new drugs and the development of new materials such as new vaccines, pharmaceutical adjuvants, polymers and biomedical devices. The per-acetylation reaction is an important structural modification from the point of view of carbohydrate chemistry. However, there are still many limitations in this transformation in methodologies present in the literature. An alternative to such limitations is the use of A-15 amberlyst resin having unique properties, such as environmental compatibility, non-toxic, reusability, chemical and physical, non-corrosive stability and can be used for an extended period. In this sense, the present work aimed to perform a study of the reaction conditions for the per-O-acetylation reaction in carbohydrates conducted by amberlyst A-15 in order to develop a new simple, efficient, fast and clean methodology. In this sense, 1,2:3,4-di-O-isopropylidene--D-galactopyranose was first synthesized from D-galactose in acid medium, where 85% yield was obtained. Next, the catalytic potential of amberlyst A-15 employed in the acetylation reaction of 1,2:3,4-di-O-isopropylidene--D-galactopyranose was evaluated. The best result was using 100% w/w amberlyst A-15, since the acetylated compound was obtained 86% yield.