Abstract
Aminodeoxycellulose of a degree of substitution of 0.90 by amino group introduced mainly on C-6 position was synthesized as follows. 2, 3-Di-O-phenylcarbamoylcellulose (1) was efficiently tosylated on C-6 position with p-toluenesulfonyl chloride in pyridine. The cellulose derivative (2) with sulfonyloxy and chloro groups was converted into the corresponding 6-azido-6-deoxy derivative (3), which then was reduced with lithium aluminum hydride in tetrahydrofuran to afford 6-amino-6-deoxy-2, 3-di-O-phenylcarbamoylcellulose (4). It was treated with sodium methoxide in methanol to give 6-amino-6-deoxycellulose (5). 6-Amino-6-deoxy-D-glucose was found as a main product in the hydrolyzate of 5.
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