Design and synthesis of novel, pseudo C2 symmetric inhibitors of HIV protease

Article abstract of DOI:10.1016/0960-894X(96)00392-7

A novel series of chain-extended, pseudo C2 symmetric 1,5-diaminoalcohol analogs was designed and synthesized using an efficient nitroaldol condensation mediated by triethylsilyl triflate and TBAF.xH₂O. Prototypical acyclic compounds harboring a central spirolactam or a nitro group, and amide variants of an off-center 1,5-diaminoalcohol analog were synthesized and their activities against HIV protease evaluated.