A novel and expeditious synthesis of oxazolidinone drugs linezolid and eperezolid
Open Access
- 31 December 2018
- journal article
- Published by European Journal of Chemistry in European Journal of Chemistry
Abstract
A concise and efficient synthesis of linezolid and eperezolid were accomplished through a convergent scheme utilizing diverse reaction conditions. The synthesis demonstrates utility of a new approach to facilitate the expeditious construction of 3-aryl-5-(substituted methyl)-2-oxazolidinones and easier insertion of N-acetyl group. This new approach offers the possibility of accessing related 2-oxazolidinone members easily as well as making additional analogues of Linezolid. The adopted method afforded high purity and excellent yield compared to other existing synthetic methods. The compounds were successfully characterized by known spectroscopic techniques.Keywords
This publication has 18 references indexed in Scilit:
- Mode of Action of Ranbezolid against Staphylococci and Structural Modeling Studies of Its Interaction with RibosomesAntimicrobial Agents and Chemotherapy, 2009
- Activity of oxazolidinone TR-700 against linezolid-susceptible and -resistant staphylococci and enterococciJournal of Antimicrobial Chemotherapy, 2009
- Association of Pharmacokinetic and Pharmacodynamic Aspects of Linezolid with Infection OutcomeCurrent Drug Metabolism, 2009
- Rχ-01, a New Family of Oxazolidinones That Overcome Ribosome-Based Linezolid ResistanceAntimicrobial Agents and Chemotherapy, 2008
- Acquisition of a natural resistance gene renders a clinical strain of methicillin‐resistantStaphylococcus aureusresistant to the synthetic antibiotic linezolidMolecular Microbiology, 2007
- Epidemiological Profile of Linezolid‐Resistant Coagulase‐Negative StaphylococciClinical Infectious Diseases, 2006
- Discovery of the Novel Antithrombotic Agent 5-Chloro-N-({(5S)-2-oxo-3- [4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene- 2-carboxamide (BAY 59-7939): An Oral, Direct Factor Xa InhibitorJournal of Medicinal Chemistry, 2005
- Activity of AZD2563, a Novel Oxazolidinone, against Staphylococcus aureus Strains with Reduced Susceptibility to Vancomycin or LinezolidAntimicrobial Agents and Chemotherapy, 2003
- Activities of Linezolid against Rapidly Growing MycobacteriaAntimicrobial Agents and Chemotherapy, 2001
- In-vitro activity of oxazolidinones against Mycobacterium avium ComplexJournal of Antimicrobial Chemotherapy, 1995