Intra- and Intermolecular Nucleophilic Cleavage of the Amide Bond of β-Lactams
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概要
- 論文の詳細を見る
Treatment of 4-hydroxymethyl-1-phenylazetidin-2-ones (2a) and (2b) with methanesulfonic acid afforded 4-anilino-2-oxo-tetrahydrofurans (3a) and (3b), respectively. In a similar way, 3-(2-hydroxybenzyl)-1-phenylazetidin-2-one (8), 1-(4-methoxyphenyl)-4-(2-piperidino) azetidin-2-one (13), 3-(2-aminobenzyl)-1-phenylazetidin-2-one (16) and 1-(4-methoxyphenyl)-3-(2-piperidinomethyl) azetidin-2-one (19) were subjected to cleavage of the amide bond to give the corresponding lactone and lactams (9), (14), (17) and (20), respectively. The amide bond of β-lactams was also found to be cleaved by alkyl lithium in the presence of N, N, N', N'-tetramethylethylenediamine to give β-aminoketones.
- 公益社団法人日本薬学会の論文
- 1979-10-25
著者
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渋谷 皓
Tokyo College of Pharmacy
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加納 慎蔵
Tokyo College of Pharmacy
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渋谷 皓
東京薬科大学
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江幡 勉
Tokyo College of Pharmacy
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