Synthesis and reduction of azidodeoxy derivatives of chitin

Ken-ichi Furuhata, Norihiro Arai, Satoshi Ishizuka, How Tseng, Munenori Sakamoto

研究成果: 雜誌貢獻文章

6 引文 斯高帕斯(Scopus)

摘要

Azidodeoxychitin samples were obtained in the reactions of bromodeoxychitin and chlorodeoxychitin samples with sodium azide in polar aprotic solvents. A kinetic equation for a bimolecular reversible reaction was applicable to the azidation of 6-bromo-6-deoxychitin. The rate constant for the exchange with azide ion and the equilibrium constant were 7.36X 10-'M-1 min-' and 57.0 at 50•Ž, respectively, in the binary solvent system of lithium bromide and N,N-dimethylacetamide while they were 88.5 X 10-3 M-'min-' and 0.37, respectively, for the reaction at 60•Ž in methyl sulfoxide. The exchange with azide ion was
slower in the case of 6-chloro-6-deoxychitin samples. Azidodeoxychitin samples were reduced with sodium borohydride in methyl sulfoxide for 24 h at 60'C. Azido groups were consumed almost completely and the selectivity for the reduction to amino groups was higher than 80%.
原文英語
頁(從 - 到)647-653
期刊Sen'i Gakkaishi
54
出版狀態已發佈 - 1998

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    Furuhata, K., Arai, N., Ishizuka, S., Tseng, H., & Sakamoto, M. (1998). Synthesis and reduction of azidodeoxy derivatives of chitin. Sen'i Gakkaishi, 54, 647-653.