Process for large-scale preparation of 2',3'-didehydro-2',3'-dideoxynucleosides

US5539099A · kind A · utility

Assignee

• Bristol-Myers Squibb Company · US

Inventors

• Paul M. Skonezny · Baldwinsville, US
• Emerich Eisenreich · Claremont, US
• Derron Ray Stark · Syracuse, US
• Brenda T. Boyhan · Edison, US
• Stephen R. Baker · Camberley, GB

Key dates

• Filing date: Sep 23, 1994
• Grant date: Jul 23, 1996
• Expiry date: Sep 23, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H19/06
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

An improved process suitable for large-scale production of 2',3'-didehydro-3'-deoxythymidine (d4T) and close analogs is disclosed. The improved process yields d4T in high yield and purity without the use of hazardous reactions or reagents and incorporates several process improvements important on a large scale including a novel purification step involving the isolation of a d4T.N-methylpyrrolidinone solvate.