Catalytic Asymmetric Total Synthesis of Muscarinic Receptor Antagonist (R)-Tolterodine
2005 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 347, no 5, 662-666 p.Article in journal (Refereed) Published
A convenient and high yielding method for the preparation of (R)-tolterodine, utilizing a catalytic asymmetric Me-CBS reduction was developed. Highly enantioenriched (R)-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.
Place, publisher, year, edition, pages
2005. Vol. 347, no 5, 662-666 p.
IdentifiersURN: urn:nbn:se:uu:diva-92877DOI: 10.1002/adsc.200404234OAI: oai:DiVA.org:uu-92877DiVA: diva2:166188