Florfenicol synthesizing method

US9951000B2 · kind B2 · utility

Inventors

• Yaowu Peng · Shifosi, CN
• Wenjing Tian · Shifosi, CN
• Qing Ye · Westborough, US
• Zhicheng Fang · Shantou, CN

Key dates

• Filing date: Jul 11, 2016
• Grant date: Apr 24, 2018
• Expiry date: Jul 11, 2036

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D263/20
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A method for synthesizing florfenicol comprises the steps of cyclization, selective reduction, fluorination, ring opening, deprotection, acylation, esterification with sulfonic acids, epimerization and hydrolysis. Florfenicol is prepared by successively purifying, selectively reducing, and epimerizing chiral (R)-amino ketones. This improves atom economy, reduces waste water pollution and accordingly reduces costs for treating waste water and pollution to the environment, thus lowering costs and simplifying the process. Furthermore, triethylamine hydrofluoride is used as a fluorinating reagent, resulting in improved safety, because of the use of liquid reaction conditions as compared to gaseous reaction conditions, and reduced corrosion to the reaction equipment.