Process for the preparation of HMG-CoA reductase inhibitors and intermediate compounds employed therein

US4611067A · kind A · utility

Assignee

• MERCK & CO., INC. · US

Inventors

• Ralph P. Volante · Rahway, US
• Thomas R. Verhoeven · Cranford, US
• Meyer Sletzinger · North Plainfield, US
• James M. McNamara · Rahway, US
• Thomas M. H. Liu · Westfield, US
• Edward G. Corley · Old Bridge, US

Key dates

• Filing date: Jan 31, 1985
• Grant date: Sep 9, 1986
• Expiry date: Jan 31, 2005

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D309/30
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention relates to a novel process for the preparation of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which contain a 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety, such as compactin and mevinolin, by utilizing an alkyl 4-cyano-3(R)-hydroxybutanoate as a chiral synthon for the stereospecific introduction of the 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety.