1345879-91-5

Upstream product

• 224323-51-7 3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate 
• 1345879-80-2 C₁₁H₁₁ClFNO₂ 
• 455-86-7 3,4-Difluorobenzoic acid 
• 1345879-89-1 (S)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolid-2-one 
• 1345879-78-8 3-fluoro-4-morpholinobenzoylazide 
• 100-00-5 4-chlorobenzonitrile 
• 2689-39-6 3-fluoro-4-(4-morpholinyl)nitrobenzene 
• 93246-53-8 3-fluoro-4-(morpholinyl)aniline 
• 67843-74-7 (S)-epichlorohydrin 
• 350-31-2 1-chloro-2-fluoro-4-nitrobenzene 
• 369-34-6 3,4-difluoronitrobenzene 

Downstream Products

• 224323-50-6 linezolid 

Relevant academic research and scientific papers

A convenient synthesis of the antibacterial agent linezolid

Starting with 3,4-difluorobenzoic acid (8) and (S)-epichlorohydrin (13) a convergent synthesis of linezolid (1) was developed that is attractive for large scale preparation of the drug. The synthetic strategy involves a 1+3 cycloaddition reaction between the chiral epoxide 11 (prepared from 13) and isocyanate 3 (obtained from 8) that was generated in situ by a Curtius rearrangement. The resulting Schiff base precursor of linezolid (12) crystallized from the reaction mixture and was readily converted to linezolid by an acid-catalyzed hydrolysis followed by an acetylation.

PROCESSES FOR PREPARING LINEZOLID

Processes and intermediates for preparing linezolid, and pharmaceutically acceptable salts thereof, are described herein.