C-13 CP MAS NMR SPECTRAL-ANALYSIS OF 6-O-TOSYL, 6-DEOXY-6-IODO, AND 6-DEOXY DERIVATIVES OF N-ACETYLCHITOSAN IN A SOLID-STATE/

6-O-Tosyl (1, d.s. 0.94, 80% yield), 6-deoxy-6-iodo (2, d.s. 0.49, 86% yield) and 6-deoxy (3, d.s. 0.49, 50% yield) derivatives of N-acetylc hitosan were prepared, and a C-13 CP/MAS NMR spectral analysis was per formed because no suitable solvent for 3 was found. The C-13 signal fo r CH3 at C-6 in 3 was detected at 18.9 ppm, and that for C-4 in 1-3 ap peared at 72.2-72.7 ppm, which is in a higher magnetic field than thos e (82.5-86.0 ppm) in N-acetylchitosan, 6-O-(ethylthio), 6-O-(benzylthi o)- and 6-O-(methylthio)-thiocarbonyl derivatives, chitosan, and chiti n. This strongly suggests a different molecular conformation for 1-3.