新产品编号:1262945

Chemical Name: N-[3-(4-Guanidinobutoxy)-5-methylphenyl]benzenesulfonamide
项目整合开发状态: Biological Testing
项目研究机构: Roche (Originator)
合成路线:Protection of 3-amino-5-methylphenol (I) with phthalic anhydride (II) provided the phthalimido derivative (III),which was alkylated with ethyl 4-bromobutyrate (IV) in the presence of K2CO3 to give the corresponding ether (V).Hydrazinolysis of the phthalimido group of (V) afforded the primary amine (VI),which was condensed with benzenesulfonyl chloride (VII),yielding sulfonamide (VIII).Saponification of the ethyl ester of (VIII) gave carboxylic acid (IX).After conversion to the mixed anhydride with isobutyl chloroformate and N-methylmorpholine,treatment with methanolic ammonia furnished amide (X).This was reduced to amine (XI) using LiAlH4 in THF.Finally,reaction of (XI) with S-methylisothiouronium sulfate (XII) in refluxing EtOH provided the target guanidine.