OPB-3206

Chemical Name: 3(R)-Isobutyl-4-[1-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-3(S)-ylamino]-4-oxobutyrohydroxamic acid
项目整合开发状态: Preclinical
项目研究机构: Otsuka (Originator)
合成路线:The protection of the amino group of 3(S)-amino-1-hydroxy-1,2,3,4-tetrahydroquinolin-2-one (I) with tert-butoxycarbonyl anhydride gives the carbamate (II),which is methylated with NaH and methyl iodide in DMF yielding the N-methoxy derivative (III).The deprotection of (III) with TFA and its condensation with 2(R)-isobutylsuccinic acid 4-tert-butyl monoester (IV) by means of DCC and HOBT in DMF affords the succinamic ester (V),which is hydrolyzed with TFA to give the succinamic acid (VI).The reaction of (VI) with O-benzylhydroxylamine by means of HOBT in DMF yields the benzyl hydroxamate (VII),which is finally debenzylated by hydrogenation with H2 over Pd/C in ethanol.