179928-01-9

Upstream product

• 65253-04-5 (-)-8-phenylmenthol 
• 80595-59-1 bromoacetic acid (-)-8-phenylmenthol ester 
• 1206694-75-8 4-(2-aza-2-(4-fluorophenyl)vinyl)-1-benzyloxybenzene 

Downstream Products

• 172029-62-8 (S)-4-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)azetidin-2-one 
• 179928-03-1 (3R,4S)-4-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-3-(3-oxo-3-phenyl-propyl)-azetidin-2-one 
• 179928-02-0 (3R,4S)-4-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-3-((E)-3-phenyl-allyl)-azetidin-2-one 

Relevant academic research and scientific papers

Synthesis of an optically pure 3-unsubstituted β-lactam using an asymmetric reformatsky reaction and its conversion to cholesterol absorption inhibitors

Asymmetric induction by several chiral alcohols in the reaction of their bromoacetates with imines in the presence of activated Zn (Reformatsky reaction) was studied. Trans-2-phenlcyclohexanol and phenyl menthol gave β- lactam 9, obtained by cyclizing the diastereoisomeric β-aminoesters 8, in > 99%ee. The resulting chiral 3-unsubstituted azetidin-2-one 9 was converted to 3-substituted products 11, 12, and 13 which exhibit cholesterol absorption inhibitory activity.