Collect. Czech. Chem. Commun. 2008, 73, 229-246

Synthesis of Some Impurities and/or Degradation Products of Atorvastatin

Jan Stach*, Jaroslav Havlíček, Lukáš Plaček and Stanislav Rádl

Zentiva, U kabelovny 130, 102 37 Prague 10, Czech Republic


Synthesis of some impurities and/or degradation products of atorvastatin, calcium (3R,5R)-7- [2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxyheptanoate, is described. These include its desfluoro analog, the corresponding (3S,5S)- and (3S,5R)-epimers, atorvastatin lactone, and some other potential impurities. The synthesized compounds as well as the corresponding intermediates were characterized by 1H NMR, 13C NMR and MS.

Keywords: Atorvastatin; Impurities; Degradation products; Lactones; Esters; Lipitor; Pyrroles.

References: 14 live references.