874651-73-7

Upstream product

• 175647-90-2 (E)-ethyl 3-(2-hydroxy-5-methylphenyl)acrylate 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 827007-19-2 (R)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one 
• 67-56-1 methanol 
• 100-39-0 benzyl bromide 

Downstream Products

• 874651-74-8 (R)-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropyl 4-nitrobenzenesulfonate 
• 124937-51-5 (R)-(+)-tolterodine 
• 863970-29-0 (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal 

Relevant academic research and scientific papers

Catalytic asymmetric total synthesis of the muscarinic receptor antagonist (R)-tolterodine

A convenient and high yielding method for the preparation of (R)-tolterodine, utilizing a catalytic asymmetric Me-CBS reduction was developed. Highly enantioenriched (A)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one (94% ee) was recrystallized to yield practically enantiopure material (ee >99%) and converted to (R)-tolterodine in a four-step procedure. The configuration of the crucial stereocenter was preserved during the synthesis and the obtained product was identified by chiral HPLC to be the (R)-tolterodine enantiomer.

Palladium-catalyzed diastereoselective synthesis of β,β-diarylpropionic acid derivatives and its application to the total synthesis of (R)-tolterodine and the enantiomer of a key intermediate for MK-8718

Palladium-catalyzed diastereoselective synthesis of optically active β,β-diarylpropionic acid derivatives employing 4-(tert-butyl)oxazolidin-2-one as the chiral auxiliary under an air atmosphere in excellent yields with high diastereoselectivity is reported. The catalytic system is applied to the total synthesis of (R)-tolterodine and the enantiomer of a key intermediate for MK-8718.