Studies on the total synthesis of tallysomycin. Synthesis of the threonylbithiazole moiety containing a structurally unique glycosylcarbinolamide.
[structure: see text]. Tallysomycins are glycopeptide antibiotics that were first isolated from fermentation broths of Streptoalloteichus hindustanus. They are structurally related to the bleomycins but contain an additional talose sugar attached via a unique glycosylcarbinolamide linkage. Herein we report the synthesis of a key tallysomycin intermediate that incorporates the glycosylcarbinolamide moiety unique to the tallysomycins.
Sznaidman
M L
ML
Department of Chemistry, University of Virginia, Charlottesville, 22901, USA.
Hecht
S M
SM
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D001761:Bleomycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
D000900:Anti-Bacterial Agents; D013844:Thiazoles; D001761:Bleomycin; C016126:talisomycin