【药物名称】Formidacillin, Fomidacillin sodium, BRL-36650
化学结构式(Chemical Structure):
参考文献No.762
标题:beta -Lactam antibacterial agents
作者:Milner, P.H. (SmithKline Beecham plc)
来源:EP 0071395; GB 2107307; US 4539149; US 4609652; US 4877783
合成路线图解说明:

The acylation of 3,4-dihydroxyphenylglycine (I) with 4-ethyl-2,3-dioxopiperazin-1-ylcarbonyl chloride (II) by means of N,N-diethyl-1,1,1-trimethylsilylamine (DTSA) gives the corresponding N-acyl derivative (III), which is acetylated with acetic anhydride and pyridine in THF yielding the corresponding diacetoxy compound (IV). The condensation of (IV) with benzyl 6B-amino-6a-formamidopenicillanate (V) [obtained from the trichloroethoxycarbonyl derivative (VI)] by means of dicyclohexyl carbodiimide (DCC) in dichloroethane affords the fully protected compound (VII), which is debenzylated by hydrogenolysis with H2 over Pd/C in THF - water giving the free acid (VIII). Finally, this compound is desacetylated with Subtilisin Calsberg.

参考文献No.50436
标题:Formidacillin sodium
作者:Prous, J.; Casta馿r, J.
来源:Drugs Fut 1986,11(9),739
合成路线图解说明:

The acylation of 3,4-dihydroxyphenylglycine (I) with 4-ethyl-2,3-dioxopiperazin-1-ylcarbonyl chloride (II) by means of N,N-diethyl-1,1,1-trimethylsilylamine (DTSA) gives the corresponding N-acyl derivative (III), which is acetylated with acetic anhydride and pyridine in THF yielding the corresponding diacetoxy compound (IV). The condensation of (IV) with benzyl 6B-amino-6a-formamidopenicillanate (V) [obtained from the trichloroethoxycarbonyl derivative (VI)] by means of dicyclohexyl carbodiimide (DCC) in dichloroethane affords the fully protected compound (VII), which is debenzylated by hydrogenolysis with H2 over Pd/C in THF - water giving the free acid (VIII). Finally, this compound is desacetylated with Subtilisin Calsberg.

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