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Highlights of Semi-synthetic Developments from Erythromycin A

[ Vol. 6 , Issue. 2 ]

Author(s):

Yong-Jin Wu   Pages 181 - 223 ( 43 )

Abstract:


Earlier semi-synthetic studies of erythromycin A culminated in the discovery of two successful second generation macrolide antibiotics, azithromycin and clarithromycin, for the treatment of community-acquired bacterial infections. More recent structural modifications of erythromycin A have resulted in the discovery of novel ketolide antibiotics and new motilide prokinetic agents. This review is an account of the semi-synthetic developments from erythromycin A by chemical transformations.

Keywords:

erythromycin A,Clarithormycin,macrolide antibiotics azithromycin,community acquired bacterial infection,prokinetic agnets,saccharoployspora erythaeas,chlamydia,legionella,azithromycin,isomerization,oxime,beckmann rearrangement,9Z oxime,9E oxime,transannular lactamization,ring contraction,translactonization,DAST induced ring contraction,Ring opening,trimethylsilanolate KOTMS,interamolecular michael addition,olefin metaathesis,nucleophilic substitution,Interamolecular heck reaction,3 6 ethers,cyclic aminals,N ketals

Affiliation:

Bristol-Myers SquibbPharmaceutical Research Institute, 5 Research Parkway, Wallingford,Connecticut, USA



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