SYNTHESIS OF C-2 SYMMETRICAL POTENTIAL INHIBITORS OF HIV-1 PROTEASE FROM D-MANNITOL

D-Mannitol was used as precursor for the synthesis of acyclic C-2 symm etric potential HIV-1 protease inhibitors. The 1- and 6-hydroxy groups of D-mannitol were substituted by -NHBoc, -NHValZ, -SAr, -SOAr and -S O2Ar and the 2- and 5-hydroxy groups were benzylated. In some products one of the central hydroxyl groups was either inverted or deoxygenate d. Despite a close structural similarity to previously published inhib itors none of the products showed significant inhibitory activity agai nst HIV-1 protease.