Study On Synthesis Of 4-acetoxyazetidin-2-one

Carbapenems and penems,belong to a novel type of ?-lactam antibiotics,could disturb the synthesis of bacterial cell walls to inhibit the growth of microbes.These compounds not only have outstanding merits of broad antibacterial spectra,including most of Gram-positive,Gram-negative bacteria,aerobic bacteria and anaerobic bacteria,but also have enhanced chemical and metabolic stability to various ?-lactamases.These compounds have a good clinical treatment effect,wide application and strong market demand.In recent years with the extensive use of antibiotics,bacterial resistance increases seriously.The need of developing more novel ?-lactam antibiotics is urgent.4-acetoxyazetidinone(4-AA)still remains the most popular key intermediate for the synthesis of ?-lactam antibiotics,especially carbapenems and penems.The effective synthesis of 4-AA has a strong relate to the development progress of the ?-lactam antibiotics and other related drugs.This article introduces the research development of ?-lactam antibiotics and 4-acetoxyazetidinone briefly.It studies the synthetic process of the key pharmaceutical intermediates 4-AA mainly.This process using L-thronine as raw material to afford 4-AA through C3-C4 cyclization.This process has the procedure of epoxidation,acylating with condensate compound,cyclization,adding hydroxy-protecting groups,oxidation and deprotection while using L-thronine as raw material.Through analysing the synthesis route,we improve the rigor condition and increase the yield.As a result,4-AA was synthesized with an overall yield of about 32.2%.With the advantages of simple process,mild reaction conditions,environmental friendly process,low cost and high yield,the process has strong industrial application potential.As an important kind of pharmaceutical intermediates,the research of 4-AA will promote the the rapid development of ?-lactam antibiotics and other related drugs,which helps to create a new field of the chemical and medical research.