Synthesis of CPZEN-45: Construction of the 1,4-Diazepin-2-one Core by the Cu-Catalyzed Intramolecular Amidation of a Vinyl Iodide

Synthesis of CPZEN-45: Construction of the 1,4-Diazepin-2-one Core by the Cu-Catalyzed Intramolecular Amidation of a Vinyl Iodide

CPZEN-45 was developed as an antibiotic against Mycobacterium tuberculosis by the chemical modification of caprazamycins. CPZEN-45 has been synthesized in this study by the Cu-catalyzed intramolecular amidation of a complex vinyl iodide precursor bearing uridine and sugar moieties with a secondary a...

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Veröffentlicht in:Organic letters 2016-05, Vol.18 (9), p.2300-2303
Hauptverfasser: Nakamura, Hugh, Yoshida, Takuma, Tsukano, Chihiro, Takemoto, Yoshiji
Format: Artikel
Sprache:eng
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Zusammenfassung:CPZEN-45 was developed as an antibiotic against Mycobacterium tuberculosis by the chemical modification of caprazamycins. CPZEN-45 has been synthesized in this study by the Cu-catalyzed intramolecular amidation of a complex vinyl iodide precursor bearing uridine and sugar moieties with a secondary amide, allowing for the construction of its 1,4-diazepin-2-one core.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b00943