Preparation and HPLC application of chiral stationary phase from 4-tert-butylphenylcarbamates of cellulose and amylose immobilized onto silica gel.

The 4-tert-butylphenylcarbamates of cellulose and amylose bearing a small amount of 3-(triethoxysilyl)propyl residues were synthesized by a one-pot process and efficiently immobilized onto a silica gel through intermolecular polycondensation of the triethoxysilyl groups. The obtained chiral packing materials (CPMs) were evaluated by HPLC. The polysaccharide derivatives containing about 1-2% of the 3-(triethoxysilyl)propyl residue were efficiently immobilized with a high chiral recognition ability. The immobilized CPMs could be used with the eluents containing chloroform and tetrahydrofuran (THF), which cannot be used with the conventional coated-type CPMs. By using these eluents, the chiral recognition for many racemates was improved.