Synthesis and antibacterial activity of O-methyl derivatives of azalide antibiotics: II. 6-OME derivatives via clarithromycin.
Direct O-methylation of various derivatives of 9-deoxo-8a- and 9a-aza-8a-homo-erythromycin (2',3'-bis-Cbz protected) gives 6-OMe derivatives only in a small number of special cases. The 6-OMe-azalides can, however, be synthesized beginning from clarithromycin.
Waddell
S T
ST
Merck Research Laboratories, Rahway, NJ 07065, USA.
Santorelli
G M
GM
Blizzard
T A
TA
Graham
A
A
Occi
J
J
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001372:Aza Compounds / Q000138:chemical synthesis / Q000737:chemistry; D017291:Clarithromycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008745:Methylation; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation
D000900:Anti-Bacterial Agents; D001372:Aza Compounds; D017291:Clarithromycin