合成路线图解说明: Condensation of glucosamine (I) with anisaldehyde (II) gave imine (III). Subsequent acetylation of (III) with Ac2O in pyridine produced the tetra O-acetate (IV). The imine group of (IV) was then hydrolyzed with HCl in aqueous acetone to afford, after basic work-up, glucosamine tetraacetate (V), which was coupled with N-acetyl penicillamine using 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate to yield amide (VII). Finally, nitrosation of the mercapto group of (VII) with NaNO2 and HCl furnished the title compound. |