DA-3797

Chemical Name:
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:2-Benzyloxyaniline (I) was acylated with N-tert-butoxycarbonyl glycine (II) by means of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide.HCl (EDC) to give amide (III).Alkylation with bromoacetamide (IV) in the presence of NaH in THF provided (V),and then removal of the Boc protecting group with trifluoroacetic acid gave amine (VI).This amine was condensed with 3-tolyl isocyanate (VII) to give the phenylurea (VIII).Cleavage of the benzyl group by hydrogenolysis on Pd/C provided phenol (IX),which was alkylated with methyl bromoacetate in the presence of K2CO3 to give ether (X).Alkaline hydrolysis of the ester group gave acid (XI),which was finally condensed with N-methylaniline (XII) by means of EDC to yield the target compound.
📌 参考资料/链接:
参考文献标题:Synthesis of phenoxyacetic acid derivatives as highly potent antagonists of gastrin/cholecystokinin-B receptors
文献作者:Takeda,Y.; Kawagoe,K.; Yokomizo,A.; Yokomizo,Y.; Hosokami,T.; Ogihara,Y.; Honda,Y.; Yokohama,S.
参考来源:Chem Pharm Bull 1998,46(3),434-444