YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
トンテロマイシンの構造と赤外部吸収スペクトル
西川 正夫神沢 得之助
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1961 年 81 巻 12 号 p. 1678-1683

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The structures of enteromycin and related compounds were checked by infrared spectroscopy. The results agree with the structure proposed by Mizuno excepting the stereochemical configuration of the hydroxyiminoacetyl group in demethoxy-enteromycin and the O-methyl-aci-nitroacetyl group in enteromycin.
The spectra in dilute carbon tetrachloride solutions reveal an intramolecular hydrogen bonding between the N-O and N-H groups in these compounds but no such interaction is found between the ester carbonyl and amide N-H. This fact can be explained only by the assumption that the configuration of C=C is trans and that of C=N is anti, the latter being opposite to that suggested by Mizuno on chemical grounds.

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