Synthesis of aminocyclitol moieties of trehalase inhibitors, trehalostatin and trehazolin. Confirmation of the correct structure of the inhibitor

Abstract

The respective aminocyclitol moieties 3a and 4a of trehalostatin 1 and trehazolin 2, potent trehalase inhibitors, have been synthesized as the penta-N,O-acetyl derivatives 3b and 4b by racemic modification. The latter was shown to be identical to the equivalent derivative obtained from 2 on the basis of the 1H NMR spectra, confirming the correct structure of the inhibitor.