175879-16-0

Upstream product

• 180858-12-2 (S)-4-Hydroxy-4-((2R,3S)-3-phenyl-oxiranyl)-butyric acid tert-butyl ester 

Downstream Products

• 180858-14-4 (3R,5S)-3-(4-Methoxy-benzyl)-5-((2R,3S)-3-phenyl-oxiranyl)-dihydro-furan-2-one 
• 180858-13-3 (3R,5S)-3-Benzyl-5-((2R,3S)-3-phenyl-oxiranyl)-dihydro-furan-2-one 
• 180858-16-6 3-{(1R,2R)-2-Hydroxy-2-[(2S,4R)-4-(4-methoxy-benzyl)-5-oxo-tetrahydro-furan-2-yl]-1-phenyl-ethylsulfanyl}-propionamide 
• 180858-15-5 3-[(1R,2R)-2-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-yl)-2-hydroxy-1-phenyl-ethylsulfanyl]-propionamide 

Relevant academic research and scientific papers

Stereoselective synthesis of (4S,5R,6S)-4-(5,6-epoxy-6-phenyl)-γ-lactone

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.