【药物名称】AM-112
化学结构式(Chemical Structure):
参考文献No.695152
标题:Broad-spectrum beta-lactamase inhibitor AM-112: Synthesis and enhancement of the in vitro activity of ceftazidime and piperacillin
作者:Simpson, I.N.; et al.
来源:42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002, San Diego) 2002,Abst F-345
合成路线图解说明:

The reaction of azetidinone (I) with sodium methyl mercaptan in acetonitrile gives the methylsulfanyl derivative (II), which is alkylated with para-methoxybenzyl 2-iodoacetate (III) by means of BuLi in THF to yield the azetidine-acetic acid derivative (IV). The acylation of (IV) with 5-azido-2,2-dimethylpentanoyl chloride (V) by means of LiHMDS affords the beta-oxopentanoate (VI), which is desilylated by means of TBAF and AcOH in THF to provide the 1-hydroxyethyl-azetidine (VII). The reaction of (VII) with chlorine or methyl sulphenyl chloride furnishes the chloroazetidine (VIII), which, without isolation, is cyclized by means of TEA in THF to give the precursor (IX). Finally, this compound is submitted to hydrogenation with H2 over Pd/C to provide the target aminoacid.

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