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The use of a lactonized statin side-chain precursor in a concise and efficient assembly of pitavastatin
Fabris, Jan ...
A concise and simple synthetic route to pitavastatin is described. The approach involves a highly stereoselective Wittig olefination reaction betweena lactonized statin side-chain precursor and the ...triphenylphosphonium bromide salt of the corresponding quinoline heterocyclic core. The necessary O-tert-butyl(dimethyl) silyl-protected pitavastatin lactone was obtained in 75% yield and high purity by simple crystallization from aqueous methanol. Subsequent deprotection, hydrolysis, and cation exchange in a onepot operationprovided pitavastatin calcium in 93% yield.
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