Penicillin-cephalosporin conversion. VII. An improved synthesis of 3-methylenecephams.
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概要
- 論文の詳細を見る
Efficient conversion of 2-(7-oxo-2,6-diaza-4-thiabicyclo[3.2.0]hept-2-en-6-yl)-3-chloromethyl-3-butenoates (<B>4</B>), derived from natural penicillins, into 3-methylenecephams (<B>1</B>) has been performed by a simple two-step operation, which comprises replacement of the allylic chlorine atom of <B>4</B> with iodine and subsequent acid-catalyzed hydrolysis, leading to <B>1</B> in 70–54% overall yields. In the latter step, the ring opening of the thiazoline moiety and the intramolecular substitution of the iodide with the thiol group proceed simultaneously.
- 公益社団法人 日本化学会の論文
著者
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NOKAMI Junzo
Okayama University of Science
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Torii Shigeru
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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Tanaka Hideo
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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Saitoh Norio
Department of Industrial Chemistry, School of Engineering, Okayama University
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Siroi Takashi
Department of Industrial Chemistry, School of Engineering, Okayama University
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Madono Tomoyuki
Department of Industrial Chemistry, School of Engineering, Okayama University
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Sasaoka Michio
Department of Industrial Chemistry, School of Engineering, Okayama University
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Tanaka Hideo
Department of Industrial Chemistry, School of Engineering, Okayama University
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