Process for preparing isepamicin

US5442047A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Chou-Hong Tann · Berkeley Heights, US
• Tiruvettipuram K. Thiruvengadam · Kendall Park, US
• John S. Chiu · Parsippany, US
• Cesar Colon · Rahway, US
• Michael D. Green · Melbourne, AU

Key dates

• Filing date: Oct 15, 1993
• Grant date: Aug 15, 1995
• Expiry date: Oct 15, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H15/26
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

An improved process for converting gentamicin B to isepamicin comprising forming 3,6'-di-N-formylgentamicin B, acylating the 1-amino group with an N-protected (S)-isoserine compound and removing all the blocking groups under conditions which result in high yields of isepamicin. A novel formylating agent, 2-formylmercaptobenzothiazole, and intermediate compounds are also disclosed.