UK-1

Chemical Name: 2-[2-(2-Hydroxyphenyl)benzoxazol-4-yl]benzoxazole-4-carboxylic acid methyl ester
项目整合开发状态: Biological Testing
项目研究机构: Daiichi Suntory Pharma (Originator), Meiji Seika (Originator), Osaka University (Originator)
合成路线:The reaction of 2-amino-3-hydroxy benzoic acid methyl ester (I) with 2-benzyloxybenzoyl chloride (II) by means of pyridine in benzene gives the corresponding amide (III),which is cyclized by heating at 230 C yielding 2-(benzyloxyphenyl)benzoxazole-4-carboxylic acid methyl ester (IV).The hydrolysis of (IV) by means of NaOH in THF/water affords the correponding free acid (V),which is condensed with 2-amino-3-hydroxybenzoic acid methyl ester (I) by means of oxalyl chloride to give the expected amide (VI).Finally,this compound is cyclized by means of p-toluenesulfonic acid in refluxing toluene.
📌 参考资料/链接:
参考文献标题:The novel bis(benzoxazole) cytotoxic natural product UK-1 is a magnesium ion-dependent DNA binding agent and inhibitor of human topoisomerase II
文献作者:Kerwin,S.M.; et al.
参考来源:213th ACS Natl Meet (April 13-17,San Francisco) 1997,Abst MEDI 216