Chemoselective synthesis of erythromycin A ketolides substituted in the C10-methyl group.

作者: Sølvi Gunnes , Kjell Undheim

DOI: 10.1016/J.BMC.2006.10.001

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摘要: Abstract The substrate for selective substitution in the C10-methyl group erythromycin A derivatives was 10,11-anhydro-6 O -methyl-descladinosylerythromycin. latter, as an N -oxide, reacted with NBS acetic acid to form allylic acetate. Nucleophilic substitutions and carbylation by Pd-catalysed cross-coupling reactions provided products substituted group. Methods preparation of 10-methylene 11 ,12 -cyclocarbamate 3-ketolides are described. methylene is part α,β-unsaturated carbonyl system involving 9-keto from conjugated addition

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