Journal
SYNTHESIS-STUTTGART
Volume 46, Issue 17, Pages 2333-2346Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1338648
Keywords
stereoselective synthesis; olefination; heterocycles; sulfones; lactones; aldehydes; drugs
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Funding
- Public Agency for Technology of the Republic of Slovenia [MR-10/75]
- European Union, European Social Fund
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An expedient and simple synthetic approach to pitavastatin and rosuvastatin final intermediates is described. The presented approach consists of completely stereoselective Julia-Kocienski olefination step (E/Z up to 300: 1) between lactonized statin side-chain precursor and sulfone derivative of the corresponding pyrimidine and quinoline heterocyclic cores. The desired O-TBS protected statin lactones were isolated in 66-71% yield and high >97% purity (HPLC).
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