新产品编号:1425891

Chemical Name: 3-[3(R)-(4-Amidinophenyl)-2-methylisoxazolidin-5(S)-ylacetamido]-2(S)-(3-methylphenylsulfonamido)propionic acid hydrochloride
项目整合开发状态: Preclinical
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:The condensation of 4-formylbenzonitrile (I) with N-methylhyddroxylamine (II) by means of Na2CO3 in dichloromethane gives the nitrone (III),which is cyclized with isobutyl 3-butenoate (IV) by heating at 100 C to afford the cis-isoxazolidinyl acetate (V) (along with some trans isomer) that is purified by chromatography.The hydrolysis of the ester (V) with LiOH in THF/water yields the free acid (VI),which is condensed with the diamino ester (VII) by means of PyBop and Et3N in DMF giving the intermediate (VIII).The treatment of (VII) with dry HCl in methanol/chloroform to convert the CN group into amidino yields derivative (IX),which is finally hydrolyzed to the free acid with aqueous HCl.