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Preparation of clarithromycin. Selective 6-O-methylation of the novel erythromycin A 9-O-(2-pyrimidyl)oxime
Authors:Ernesto Brunet  Dulce María Muñoz  Susana Mantecón  Juan Carlos Rodríguez-Ubis  Ramón Asensio
Institution:a Departamento de Química Orgánica, Universidad Autónoma de Madrid, 28049 Madrid, Spain
b Ercros-Farmacia S.A. Paseo del Deleite s/n, Aranjuez, 28300 Madrid, Spain
Abstract:A new method for the preparation of clarithromycin is described through the highly regioselective O-methylation at C(6)-OH of the novel derivative 9-pyrimidyloxime erythromycin A. The facile synthesis of 6,11-O-dimethyl- and 6,11,12-O-trimethyl erythromycin A is also reported. These compounds are useful as standards to assess clarithromycin purity in quality control processes.
Keywords:Erythromycin  Clarithromycin  Regioselective methylation
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