A Synthesis of Cephamycins from Cephalosporins and Related Reactions
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概要
- 論文の詳細を見る
The sulfinamides 3 were transformed to sulfenimines 4 by treatment with thionyl chloride and a weak base such as quinoline (or triethylamine). The sulfenimines 4 were methoxylated with lithium methoxide to give 7α-methoxysulfenamides 5,which were directly acylated with an acyl chloride to furnish cephamycin derivatives 6. There was a major difference between the acylation of 7α-methoxysulfenamides 5 and that of the 7α-H derivatives 7. Reduction of the imines 4a with metal hydrides gave 7β-sulfenaminocephalosporins 12 together with a small amount of the 7α-isomers 13. The synthetic sequence 4a→12→14 provides a useful method for the isomerization of 7α-aminocephalosporins 17 to the corresponding 7β-isomers 18.
- 公益社団法人日本薬学会の論文
- 1979-11-25
著者
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平岡 哲夫
Central Research Laboratories, Sankyo Co., Ltd.
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飯野 公夫
Central Research Laboratories Sankyo Co. Ltd.
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小林 赳夫
Central Research Laboratories Sankyo Co. Ltd.
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平岡 哲夫
三共(株)総合研究所
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