新产品编号:631727

Chemical Name: N-[3-[N-(4-Cyanobenzyl)-N-[1-(4-cyanobenzyl)-1H-imidazol-5-ylmethyl]aminomethyl]benzoyl]-L-methionine
CAS No. 245126-51-6
项目整合开发状态: Biological Testing
项目研究机构: Merck & Co. (Originator)
合成路线:Amide (III) was prepared by acylation of L-methionine methyl ester (I) with 3-(chloromethyl)benzoyl chloride (II).Displacement of the halogen atom of (III) with LiN3 gave azide (IV),which was reduced to amine (V) by catalytic hydrogenation in the presence of Pd/C.Reductive coupling of (V) with protected imidazole-4-carboxaldehyde (VI) provided the (imidazolylmethyl)amine (VII),and a second reductive coupling of (VII) with benzaldehyde (VIII) furnished the trisubstituted amine (IX).The regioselective imidazole alkylation of (IX) with bromide (X),followed by trityl group deprotection with trifluoroacetic acid yielded (XI).Finally,the methyl ester group of (XI) was hydrolyzed with methanolic NaOH to afford the title carboxylic acid.