Carbohydrate Research 2008-03-17

Water-soluble 3-O-(2-methoxyethyl)cellulose: synthesis and characterization.

Thomas Heinze, Andreas Koschella

Index: Carbohydr. Res. 343(4) , 668-73, (2008)

Full Text: HTML

Abstract

The synthesis of novel 3-O-(2-methoxyethyl)cellulose via 2,6-di-O-thexyldimethylsilyl ethers was successfully carried out. Treatments of 3-O-(2-methoxyethyl)-2,6-di-O-thexyldimethylsilylcellulose with tetrabutylammonium fluoride trihydrate led to a complete removal of the protecting groups. Structure characterization carried out by means of 1D and 2D NMR spectroscopy proves a high regioselectivity. The novel cellulose ether is soluble in dimethyl sulfoxide, N,N-dimethylacetamide, N-methylpyrrolidone, and water. Size-exclusion chromatography revealed a distinct aggregation behavior in water.