Polyhydroxyazepanes mimicking monosaccharides: Synthesis of an α-D-galacto-like iminoheptitol

The synthesis of three new examples of seven-membered ring iminoalditols, displaying an extra hydroxymethyl group on the ring compared to the previously reported polyhydroxylated azepanes, has been achieved from D-lyxonolactone. None of them, including the alpha-D-galacto-like azepane (7), showed significant glycosidase inhibition on green coffee bean alpha-galactosidase and other commercially available hydrolases.