1400W, 1400W94
N-[3-(氨甲基)苄基]乙脒Chemical Name: N-[3-(Aminomethyl)benzyl]acetamidine
CAS No. 180001-34-7
项目整合开发状态: Preclinical
项目研究机构: GlaxoSmithKline (Originator)
合成路线:The reaction of m-xylenediamine (I) with triethylamine and di-tert-butyldicarbonate (II) gives the corresponding tert-butyl N-[3-(aminomethyl)benzyl] carbamate hydrochloride (III),which is converted into the tert-butyl N-[3-((acetimidoyl)aminomethyl]benzyl) carbamate hydrochloride (VII) by reaction with S-benzylthioacetimidate hydrochloride (VI).This intermediate (VI) could be obtained by reaction of thioacetamide (IV) with benzyl chloride (V).Finally,compound (VII) is deprotected with HCl to afford the corresponding N-[3-(aminomethyl)benzyl] acetamidine hydrochloride.
📌 参考资料/链接：
参考文献标题:Acetamidine derivs.and their use as inhibitors for the nitric oxide synthase
文献作者:Oplinger,J.A.; Garvey,E.P.; Furfine,E.S.; Shearer,B.G.; Collins,J.L.(Glaxo Wellcome plc)
参考来源:EP 0799191; JP 1999500711; US 5866612; WO 9619440
📄 详细内容
合成路线:The reaction of m-xylenediamine (I) with triethylamine and di-tert-butyldicarbonate (II) gives the corresponding tert-butyl N-[3-(aminomethyl)benzyl] carbamate hydrochloride (III),which is converted into the tert-butyl N-[3-((acetimidoyl)aminomethyl]benzyl) carbamate hydrochloride (VII) by reaction with S-benzylthioacetimidate hydrochloride (VI).This intermediate (VI) could be obtained by reaction of thioacetamide (IV) with benzyl chloride (V).Finally,compound (VII) is deprotected with HCl to afford the corresponding N-[3-(aminomethyl)benzyl] acetamidine hydrochloride.
参考文献标题:An efficient synthesis of unsymmetrical sulfides using liquid-liquid phase transfer catalysis
文献作者:Itabashi,K.; Takido,T.
参考来源:Synthesis 1987,817
产品链接: CAS No. 180001-34-7››