新产品编号:2405149

Chemical Name: 3(S)-Amino-N-methyl-6-(1-methylguanidino)-N-(4-oxo-2-ureido-1,4,5,6-tetrahydropyrimidin-5-yl)hexanamide dihydrochloride
项目整合开发状态: Preclinical
项目研究机构: Bayer (Originator)
合成路线:The N-Boc group of the orthogonally protected beta-lysine (I) is removed by acidic treatment to provide amine (II),which is further reprotected as the trifluoroacetamide (III) by reaction with methyl trifluoroacetate.Transesterification of acid (III) with t-butyl acetate in the presence of HClO4 gives rise to the corresponding t-butyl ester (IV).Selective methylation of the trifluoroacetamide N of (IV) furnishes the N-methyl amide (V),which is subsequently hydrolyzed to the N-methyl amine (VI) under alkaline conditions.Guanidylation of amine (VI) with N,N'-bis-carbobenzoxy-1-amidinopyrazole (VII) leads to the protected guanidine (VIII).Then,acidic cleavage of the tert-butyl ester group of (VIII) provides carboxylic acid (IX)

合成路线:Acid (IX) is coupled with the amino pyrimidinone derivative (X) using HATU to produce amide (XI).Finally,hydrogenolysis of the carbobenzoxy groups of (XI) in the presence of PdCl2 gives rise to the title compound