DA-6034

Chemical Name: 2-[2-(3,4-Dimethoxyphenyl)-5-methoxy-4-oxo-4H-1-benzopyran-7-yloxy]acetic acid; 7-(Carboxymethoxy)-3',4',5-trimethoxyflavone
CAS No. 203191-10-0
项目整合开发状态: Phase I
项目研究机构: Dong-A (Originator)
合成路线:The condensation of 4-benzyloxy-2-hydroxy-6-methoxyacetophenone (I) with 3,4-dimethoxybenzaldehyde (II) by means of KOH in ethanol/water gives the chalcone (III),which is cyclized by means of SeO2 in refluxing isoamyl alcohol to yield the benzopyran (IV).The hydrogenolysis of the benzyl group of (IV) with H2 over Pd/C in chloroform affords the 7-hydroxybenzopyran (V),which is condensed with tert-butyl bromoacetate (VII) by means of CaCO3 in DMF to provide the benzopyranyloxy acetate (VIII).Finally,this compound is deprotected by reaction with p-toluenesulfonic acid in refluxing benzene.
📌 参考资料/链接:
参考文献标题:Gastroprotective flavone/flavone cpds.with therapeutic effect on inflammatory bowel disease
文献作者:Yoo,M.; Son,M.W.; Kin,I.Y.; Kin,W.B.; Kin,S.H.; Lee,S.D.; Lim,G.J.; Lim,J.I.; Ahn,B.O.; Baik,N.G.; Kin,D.S.; Oh,T.Y.; Ryu,B.K.; Yang,J.S.; Shin,H.C.(Dong-A Pharmaceutical Co.,Ltd.)
参考来源:JP 1999514015; US 6025387; WO 9804541

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