Synthesis of 1-Deoxynojirimycin and N-Butyl-1-deoxynojirimycin

Carlos R. R. Matos; Rosangela S. C. Lopes; Claudio C. Lopes

doi:10.1055/s-1999-3430

Synthesis 1999; 1999(4): 571-573
DOI: 10.1055/s-1999-3430

short paper

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Synthesis of 1-Deoxynojirimycin and N-Butyl-1-deoxynojirimycin

Carlos R. R. Matos^* , Rosangela S. C. Lopes, Claudio C. Lopes

^*Universidade Federal do Rio de Janeiro, Instituto de Química, Departamento de Química Analítica, CT, Bl. A, s. 508, 21949-900, Rio de Janeiro, RJ, Brazil; Fax +55(21)2 90 47 46; E-mail: IQG02022@acd.ufrj.br

Abstract

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1-Deoxynojirimycin (1) is a natural alkaloid with several biological activities; the analog N-butyl-1-deoxynorjirimycin (4), for example has shown potent anti HIV-1 and HIV-2 activity without cytotoxicity. As part of a program to synthesize compounds with biological activity against retroviruses, we developed an efficient route for the preparation of 1 and 4 employing as raw material glucose and other inexpensive reagents.

alkaloids - biological activity - synthesis

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