1059176-11-2

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 290315-10-5 1-[(2R,3S)-3-(benzyloxy)piperidin-2-yl]propan-2-one 
• 290315-19-4 (4R,5S)-5-Benzyloxy-8-hydroxy-4-(2-methoxy-phenylamino)-octan-2-one 
• 290315-08-1 (4R,5S)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-4-(2-methoxy-phenylamino)-octan-2-one 
• 1092698-59-3 tert-butyl (S,E)-4-(benzyloxy)-7-oxooct-5-enylcarbamate 
• 223676-06-0 (S)-2-(benzyloxy)-5-(tert-butyldimethylsiloxy)pentanal 

Downstream Products

• 24159-07-7 febrifugine 
• 290315-11-6 tert-butyl (2R,3S)-3-(benzyloxy)-2-(3-bromo-2-oxopropyl)piperidine-1-carboxylate 
• 848927-72-0 (2R,3S)-N-(tert-butoxycarbonyl)-3-(benzyloxy)-2-[2-oxo-3-(4-oxo-4H-quinazolin-3-yl)propyl]piperidine 

Relevant academic research and scientific papers

The formal synthesis of isofebrifugine using stereoselective intramolecular Michael addition

The formal synthesis of isofebrifugine, a bioactive alkaloid, was achieved via a stereoselective intramolecular Michael addition reaction from d-mannitol.

Catalytic asymmetric synthesis of febrifugine and isofebrifugine

Antimalarial alkaloids, febrifugine (1) and isofebrifugine (2), were synthesized from simple achiral starting materials using tin(II)-catalyzed catalytic asymmetric aldol reaction and lanthanide-catalyzed aqueous three- component reaction as the key steps. These unambigous total syntheses revealed that the absolute configurations of febrifugine and isofebrifugine were not (2'S, 3'R) and (2'R, 3'R) as reported previously but (2'R, 3'S) and (2'S, 3'S), respectively.