Conversion of indene to (1S)-amino-(2R)-indanol free of any stereoisomer, by combination of dioxygenase bioconversion and chemical steps

US5858737A · kind A · utility

Assignee

• MERCK & CO., INC. · US

Inventors

• Barry C. Buckland · Westfield, US
• Neal C. Connors · Fanwood, US
• Michel Chartrain · Westfield, US
• Francis P. Gailliot · Cranford, US
• Randolph L. Greasham · Mountainside, US
• Barbara A. Jackey · Bloomfield, US
• Brian Heimbuch · New Brunswick, US
• Chanyong Lee · Princeton, US
• Roger C. Olewinski, Jr. · Milltown, US
• F. Edward Roberts · Princeton, US
• Paul J. Reider · Westfield, US
• Thomas R. Verhoeven · Cranford, US
• Chris Hugh Senanayake · Brookfield, US

Key dates

• Filing date: Aug 14, 1996
• Grant date: Jan 12, 1999
• Expiry date: Aug 14, 2016

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y10S435/877
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

A process is disclosed that bioconverts indene to (1S)-amino-(2R)-indanol substantially free of any of its stereoisomers, by the action of a strain of P. putida or Rhodococcus sp., followed by various chemical step(s), e.g., chiral specific crystallization, treatment with strong acid in the presence of acetonitrile.