新产品编号:138143

Chemical Name: 2-[3-[5-Methyl-2-[4-(trifluoromethoxy)phenyl]oxazol-4-ylmethoxy]benzyl]-1,2,4-oxadiazolidine-3,5-dione
CAS No. 174727-56-1
项目整合开发状态: Preclinical
项目研究机构: Amgen (Originator), Wyeth Pharmaceuticals (Originator)
合成路线:Condensation of the (chloromethyl)oxazole (I) with 3-hydroxybenzaldehyde (II) in the presence of K2CO3 afforded ether (III).The aldehyde group of (III) was then converted to oxime (IV) upon treatment with hydroxylamine hydrochloride and sodium acetate.Reduction of oxime (IV) with NaBH3CN produced the hydroxylamine (V).This was finally condensed with N-(chlorocarbonyl)isocyanate to produce the target oxadiazolidine dione.
📌 参考资料/链接:
参考文献标题:Aralkyl-1,2,4-oxadiazolidine-3,5-diones as antihyperglycemic agents
文献作者:Malamas,M.S.; Palka,C.L.; Gunawan,I.(American Home Products Corp.)
参考来源:US 5480896

📄 详细内容


合成路线:Condensation of the (chloromethyl)oxazole (I) with 3-hydroxybenzaldehyde (II) in the presence of K2CO3 afforded ether (III).The aldehyde group of (III) was then converted to oxime (IV) upon treatment with hydroxylamine hydrochloride and sodium acetate.Reduction of oxime (IV) with NaBH3CN produced the hydroxylamine (V).This was finally condensed with N-(chlorocarbonyl)isocyanate to produce the target oxadiazolidine dione.
参考文献标题:Antihyperglycemic activity of new 1,2,4-oxadiazolidine-3,5-diones
文献作者:Malamas,M.S.; Sredy,J.; McCaleb,M.L.; Gunawan,I.; Mihan,B.; Sullivan,D.
参考来源:Eur J Med Chem 2001,36(1),31