Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on an Antibiotic, Albocycline. IV. Catalytic Hydrogenation and Structure Elucidation of Albocycline
NOBORU NAGAHAMAISAO TAKAMORIMAKOTO SUZUKI
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1971 Volume 19 Issue 4 Pages 655-659

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Abstract
By the catalytic hydrogenation of albocycline at room temperature four hydrogenation products were obtained. Two of them, II and III, were confirmed to have 14-membered lactone and 5-membered lactone structure respectively from infrared (IR) and nuclear magnetic resonance (NMR) spectral data. They were the isomer and correlated to each other. These correlations suggested the position of a hydroxy group in albocycline. II was derived to the corresponding hydrocarbons (IV) by complete hydrogenation, of which mass spectra suggested the carbon skeleton and branching pattern of methyl group. From these results and the 100 MHz NMR spectral data of albocycline and its acetate, the structure of albocycline was finally proposed as Ia.
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© The Pharmaceutical Society of Japan
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