Chimie des sucres sans groupements protecteurs : synthese de carbamates,d'urees et de thiourees en position 1 du lactose

The anomeric hydroxyl of lactose was carbamoylated selectively by treating the free sugar with alkylisocyanates, thus without preliminary protection of the other hydroxyls of the lactose molecule. Moreover, the readily available 1-aminolactose and 1-octyl-aminolactose reacted with isocyanates and isothiocyanates to afford selectively $\text{N}$-lactosyl $\text{N′}$-alkylureas and $\text{N}$-lactosyl $\text{N′}$-alkylthioureas, respectively.