N-[4-(4-Fluorophenyl)-6-(1-methylethyl)-5-[(1E)-2-[(2S,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethenyl]-2-pyrimidinyl]-N-methylmethanesulfonamide, CAS No. 503610-43-3

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503610-43-3

Catalog No. EBD2199792

CAS 503610-43-3

Name N-[4-(4-Fluorophenyl)-6-(1-methylethyl)-5-[(1E)-2-[(2S,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethenyl]-2-pyrimidinyl]-N-methylmethanesulfonamide

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Basic Information

Synonyms: N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide RosuvastatinLactone N-[4-(4-Fluorophenyl)-6-(1-methylethyl)-5-[(1E)-2-[(2S,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethenyl]-2-pyrimidinyl]-N-methylmethanesulfonamide

Molecular Formula: C22H26FN3O5S

Molecular Weight: 463.52

MDL Number: MFCD08063705

Categories: Medicinal Chemistry > APIs and Their Salts > Cardiovascular Drugs Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

Product Description:

Rosuvastatin lactone is a key synthetic intermediate in the production of rosuvastatin calcium, a widely prescribed statin medication. It is a lactone derivative of the active pharmaceutical ingredient (API) rosuvastatin, characterized by the presence of a fluorophenyl group, a pyrimidine ring, and a dihydropyranone moiety with specific (2S,4R) stereochemistry. This compound serves as a crucial precursor in the final synthetic steps to obtain rosuvastatin calcium. The lactone form is typically subjected to hydrolysis and subsequent salt formation to yield the final drug substance. Its primary and definitive application is in the pharmaceutical manufacturing process of a major cardiovascular drug used to lower cholesterol and prevent cardiovascular events. As a chiral intermediate, its synthesis and purification are critical for ensuring the final API's stereochemical purity and efficacy. It is not a general-purpose synthetic building block but is specifically designed and utilized within the context of rosuvastatin production.

Physical Properties

Boiling Point: 694.955 °C at 760 mmHg

Flash Point: 374.095 °C

Density: 1.387 g/cm3