title: Short and efficient synthesis of a vinyl-substituted tricyclic erythromycin derivative.
abstract: Tricyclic erythromycin A derivatives are known potent antibacterial agents, but the potential of substituted tricyclic erythromycin A derivatives remains largely unexplored. To study this lead, the tricyclic ring system was synthesized by an efficient three-step synthesis starting from the allylic alcohol utilizing a novel azidoisocyanate. These tricyclic analogues can be used as scaffolds to probe secondary ribosomal binding sites. [structure: see text]
authors.affiliation: Infectious Disease Research, Abbott Laboratories, D47N, AP52, 200 Abbott Park Road, Abbott Park, Illinois 60064-6217.
authors.forename: Robert F
authors.initials: RF
authors.lastname: Keyes
authors.forename: Justin J
authors.initials: JJ
authors.lastname: Carter
authors.forename: Xiaolin
authors.initials: X
authors.lastname: Zhang
authors.forename: Zhenkun
authors.initials: Z
authors.lastname: Ma
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D002384:Catalysis; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D017879:Isothiocyanates / Q000737:chemistry*; D015394:Molecular Structure; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D017879:Isothiocyanates; D014753:Vinyl Compounds; D004917:Erythromycin