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新型N-磺酰基单环β-内酰胺类化合物作为潜在抗菌剂的合成。

Synthesis of novel N-sulfonyl monocyclic beta-lactams as potential antibacterial agents.

作者信息

Jarrahpour Aliasghar, Zarei Maaroof

机构信息

Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran.

出版信息

Molecules. 2006 Jan 31;11(1):49-58. doi: 10.3390/11010049.

Abstract

New cis monocyclic beta-lactams were synthesized by [2+2] Staudinger cycloaddition reactions of the imine (3,4-dimethoxybenzylidene)-(4-methoxyphenyl)-amine and ketenes derived from different acyl chlorides and Et3N. These monocyclic beta-lactams were then cleaved by ceric ammonium nitrate (CAN) to give NH-monocyclic beta-lactams, which in turn were converted to N-sulfonyl monocyclic beta-lactams by treatment with four different sulfonyl chlorides in the presence of Et3N and 4,4-dimethyl-aminopyridine (DMAP).

摘要

通过亚胺(3,4 - 二甲氧基苄叉) - (4 - 甲氧基苯基)胺与由不同酰氯和三乙胺衍生的烯酮进行[2 + 2]施陶丁格环加成反应合成了新型顺式单环β - 内酰胺。然后用硝酸铈铵(CAN)裂解这些单环β - 内酰胺以得到NH - 单环β - 内酰胺,接着在三乙胺和4,4 - 二甲基氨基吡啶(DMAP)存在下用四种不同的磺酰氯处理将其转化为N - 磺酰基单环β - 内酰胺。

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