ST-293, WX-293, WX-293T
Chemical Name: N-(4-Guanidinobenzyl)-N'-(1-adamantyl)urea
项目整合开发状态: Biological Testing
项目研究机构: Friedrich-Schiller-Universit鋞 Jena (Originator), Ludwig-Maximilians-Univ. M黱chen (Originator), Max-Planck-Gesellschaft (Originator), Wilex (Originator)
合成路线:Guanidilation of substituted aniline (I) with protected guanidine (II) provides derivative (III),whose Boc group is removed by treatment with TFA or HCl to afford (4-aminomethyl)phenyl-2,3-di(benzyloxycarbonyl)guanidine (IV).Finally,the target product is obtained by coupling of (IV) with 1-adamantyl-isocyanate (V),followed by removal of the protecting group by hydrogenation over Pd/C.
📌 参考资料/链接：
参考文献标题:Selective inhibitors of the urokinase plasminogene activators
文献作者:Magdolen,V.; Moroder,L.; Sperl,S.; St黵zebecher,J.; Wilhelm,O.(Wilex Biotechnology GmbH)
参考来源:DE 19940389; WO 0114324
📄 详细内容
合成路线:Guanidilation of substituted aniline (I) with protected guanidine (II) provides derivative (III),whose Boc group is removed by treatment with TFA or HCl to afford (4-aminomethyl)phenyl-2,3-di(benzyloxycarbonyl)guanidine (IV).Finally,the target product is obtained by coupling of (IV) with 1-adamantyl-isocyanate (V),followed by removal of the protecting group by hydrogenation over Pd/C.
参考文献标题:(4-Aminomethyl)phenylguanidine derivatives as nonpeptidic highly selective inhibitors of human urokinase
文献作者:Sperl,S.; Jacob,U.; Arroyo de Prada,N.; St黵zebecher,J.; Wilhelm,O.G.; Bode,W.; Magdolen,V.; Huber,R.; Moroder,L.
参考来源:Proceedings of the National Academy of Sciences of the United States of America 2000,97(10),5113