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- W1972167600 abstract "A prototypic compound of pyridomycin, 6-(3-hydroxypicolinoylamino)-5-methyl-8-aza-1,4-dioxacyclododecane-3,7,12-trione (11), was synthesized. 4-(Benzyloxycarbonylamino)butyric acid was coupled with t-butyl glycolate in the presence of DCCI and pyridine to afford t-butyl [4-(benzyloxycarbonylamino) butyryloxy] acetate (4). De-t-butylation of 4 followed by condensation with N-t-butoxycarbonyl-L-threonine benzyl ester by the DCCI method gave O-[{4-(benzyloxycarbonylamino)butyryloxy}acetyl]-N-t-butoxy-carbonyl-L-threonine benzyl ester (6). Deprotection of 6 followed by cyclization with Woodward’s reagent K afforded 6-(t-butoxycarbonylamino)-5-methyl-8-aza-1,4-dioxacyclododecane-3,7,12-trione (21% yield), which was transformed into the title compound 11." @default.
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- W1972167600 date "1978-03-01" @default.
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- W1972167600 title "Synthetic Studies of Pyridomycin. II. Synthesis of a Model Twelve-membered Ring Compound Related to Pyridomycin" @default.
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- W1972167600 doi "https://doi.org/10.1246/bcsj.51.869" @default.
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