新产品编号:1886253

Chemical Name: N-(Benzylsulfonyl)-3-(1-amidino-4-piperidinyl)-D-alanyl-glycine [1-amidino-2-hydroxypiperidin-3(S)-yl]amide trifluoroacetate
项目整合开发状态: Preclinical
项目研究机构: Corvas (Originator)
合成路线:Coupling of N-Boc-D-pyridylalanine (I) to glycine methyl ester (II) produced the protected dipeptide (III).Subsequent catalytic hydrogenation of the pyridine ring of (III) over PtO2 gave piperidine (IV),which was then treated with the guanylating reagent (V) to afford the guanidine derivative (VI).Acid cleavage of the Boc protecting group of (VI) provided amine (VII).This was condensed with benzylsulfonyl chloride to give sulfonamide (VIII).After basic hydrolysis of the methyl ester of (VIII),the resultant carboxylic acid (IX) was coupled to nitroargininal ethyl aminal (X),yielding amide (XI).

合成路线:Hydrogenolysis of the carbobenzoxy and nitro protecting groups of (XI) furnished (XII).Finally,mild acid hydrolysis of the ethyl aminal group of (XII) gave the title compound,which was isolated as the trifluoroacetate salt.