The synthesis of ketolide antibiotic ABT-773 (cethromycin)

A practical and efficient synthesis of ketolide antibiotic cethromycin (ABT-773) ( 1 ) is described. An effective protection strategy allows high yielding, regioselective C6-O-alkylation and subsequent stereoselective modification of the erythromycin nucleus. ABT-773 was prepared in 10 steps from co...

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Bibliographic Details
Published in:	Tetrahedron Vol. 60; no. 45; pp. 10171 - 10180
Main Authors:	Plata, Daniel J., Leanna, M. Robert, Rasmussen, Michael, McLaughlin, Maureen A., Condon, Steven L., Kerdesky, Francis A.J., King, Steven A., Peterson, Matthew J., Stoner, Eric J., Wittenberger, Steven J.
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 01-11-2004
Subjects:	ABT-773 Cethromycin Macrolides ABT-773 Cethromycin Macrolides
Online Access:	Get full text
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Summary:	A practical and efficient synthesis of ketolide antibiotic cethromycin (ABT-773) ( 1 ) is described. An effective protection strategy allows high yielding, regioselective C6-O-alkylation and subsequent stereoselective modification of the erythromycin nucleus. ABT-773 was prepared in 10 steps from commercially available erythromycin A oxime. Graphical Abstract
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2004.09.027