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Chemical Modification of Erythromycins. VIII. A New Effective Route to Clarithromycin (6-O-Methylerythromycin A)
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1990
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Medicinal ChemistryDerivativesEngineeringErythromycin AChemical DerivativeChemical ModificationOrganic Chemistry9-Oxime DerivativesNew Effective RouteSynthetic ChemistryStereoselective SynthesisAntimicrobial CompoundAntimicrobial ChemotherapyPharmacologyPharmaceutical ChemistrySelective G-methylationBiomolecular EngineeringNatural Product Synthesis
Selective g-methylation of the C-6 hydroxyl group of erythromycin A could be satisfactorily achieved by using its 9-oxime derivatives as the starting materials.Thus, 6-Q-methylerythromycin A (clarithramycin) was synthesized from 2'-0.3'-N-bis(benryloxycarbonylj-N-demethylerythromycinA v i a its 9-oxime derivative by 6 steps.-