新产品编号:35313
8-(苯基甲氧基)-8-氮杂螺[4.4]壬烷-7,9-二酮Chemical Name: N-Benzyloxy-2-azaspiro[4.4]nonane-1,3-dione
CAS No. 131042-61-0
项目整合开发状态: Preclinical
项目研究机构: Howard University (Originator)
合成路线:This compound can be obtained by two related ways:The reaction of cyclopentanone (I) with ethyl cyanoacetate (II) by means of HOAc/NH4OAc gives the cyclopentylidene derivative (III),which by reaction with KCN yields 1-(cyanomethyl)cyclopentanecarbonitrile (IV).The hydrolysis of (IV) with HCl affords the dicarboxylic acid (V),which by reaction with Ac2O affords the corresponding cyclic anhydride (VI).Finally,the reaction of (VI) with O-benzyl hydroxylamine hydrochloride and NaHCO3 provides the target compound.Alternatively,the cyclic anhydride (VI) is treated with hydroxylamine hydrochloride and Na2CO3 to gives the N-hydroxyimide (VIII),which is converted into its sodium salt (IX) by means of NaOEt in EtOH,and finally alkylated with benzyl chloride (X) to provide the target compound.
📌 参考资料/链接:
参考文献标题:Imidooxy anticonvulsants: Structural analogs with special emphasis on N-(benzyloxy)-2-azaspiro[4,4]nonane-1,3-dione
文献作者:Scott,K.R.; Nicholson,J.M.; Edafiogho,I.O.; Farrar,V.A.; Hinko,C.N.; Moore,J.A.
参考来源:Drugs Fut 1992,17(5),395