180858-12-2Relevant academic research and scientific papers
Stereoselective synthesis of (4S,5R,6S)-4-(5,6-epoxy-6-phenyl)-γ-lactone
Solladie-Cavallo, Arlette,Roche, Didier,Bold, Guido,Acemoglu, Figan,Tintelnot-Blomley, Marina,Fischer, Jean,De Cian, Andre
, p. 1797 - 1810 (1996)
A short (7 steps) and efficient (45% overall yield) synthesis of (4S,5R,6S)-4-(5,6-epoxy-6-phenyl)-γ-lactone, a versatile intermediate toward possible HIV-1 protease inhibitors, is described. Two examples of trans-α- benzylation of the lactonic ring followed by a regioselective opening of the epoxide (with thiopropanamide) as well as an opening of the lactone ring with L-valine (2-methoxy-ethyl)-amide are also given.
