Synthesis of new N-lactosylated isodithiobiurets and dithiazolidines (hydrobromide)

A series of new 1-hepta-O-benzoyl-beta-D-lactosyl-5-aryl-2-S-benzyl-2,4-isodithiobiurets and 3-hepta-O-benzoyl-beta-D-lactosylimino-5-arylimino-1,2,4-dithiazolidines (hydrobromide) have been synthesized by the interaction of hepta-O-benzoyl-beta-D-lactosyl isothiocyanate with 1-aryl-S-benzyl isothiocarbamides followed by oxidative cyclisation of 1-hepta-O-benzoyl-beta-D-lactosyl-5-aryl-2-S-benzyl-2,4-isodithiobiuret. The identities of these new N-lactosides have been established on the basis of usual chemical transformations and IR, NMR and Mass spectral studies.