Tetrazoles of manno- and rhamno-furanoses

Davis B, Brandstetter TW, Smith C, Hackett L, Winchester BG, Fleet GWJ

The synthesis of tetrazoles derived from D-mannofuranose and both enantiomers of rhamnofuranose provides the first examples of tetrazole analogues of carbohydrates in the furanose form. The D-furanotetrazoles are potential mannosidase inhibitors whereas the L-rhamnotetrazole may interfere with the biosynthesis of cell walls of mycobacteria and provide a strategy for the treatment of tuberculosis and leprosy. © 1995.