Synthesis of mixed polysaccharides based on cellulose

Abstract

AbstractThe alkaline saponification of cellulose tosylates containing the tosyloxy group at various carbon atoms of the basic unit has been studied. It has been found that this reaction leads to the formation of mixed polysaccharides containing 2.3‐ and 3.6‐anhydrorings. The monosaccharide composition of mixed polysaccharides which are anhy droderivatives of cellulose has been determined.The stereochemistry of the opening of α‐oxide rings in 2.3‐anhydroderivatives of cellulose has been considered. It is shown that the opening of 2.3‐anhydrorings by acidic and basic reagents takes place under predominant formation of basic units with altro‐configuration of the substituents on secondary carbon atoms.An investigation has been carried out with respect to the reaction of 2(3)‐O‐tosylcellulose with ammonia in methanol and DMF and with potassium acetate in phenol. It has been established that these reactions proceed through the intermediate stage of the formation of 2.3‐anhydrorings. The synthesis of mixed polysaccharides with glucose, 3‐aminoaltrose, and 2‐aminoglucose on the one hand and with altrose and glucose as basic units on the other hand is described.By the reaction of mesylcellulose with potassium acetate in phenol the synthesis of mixed polysaccharides with gluco‐ and mannopyranose units has been realized.