KUL-1248

Chemical Name: (-)-2-[7(S)-[2(R)-Hydroxy-2-(4-hydroxyphenyl)ethylamino]-5,6,7,8-tetrahydro-2-naphthyloxy]-N,N-dimethylacetamide hydrochloride monohydrate
项目整合开发状态: Preclinical
项目研究机构: Kissei (Originator)
合成路线:(R)-4-Hydroxymandelic acid (I) was protected as the benzyl ether (II) by treatment with benzyl bromide and K2CO3.Hydroxy acid (II) was then coupled with (S)-2-amino-7-hydroxytetralin (III) by means of BOP reagent to afford hydroxy amide (IV),which was subsequently reduced to amino alcohol (V) using borane-dimethyl sulfide complex.After protection of the aliphatic alcohol group of (V) with trifluoroacetic anhydride,the phenolic hydroxyl was alkylated with 2-bromo-N,N-dimethylacetamide in the presence of Cs2CO3 to furnish adduct (VII).Further deprotection of the trifluoroacetate ester of (VII) employing diethylamine yielded alcohol (VIII).Finally,hydrogenolysis of the benzyl ether (VIII) over Pd/C provided the title compound,which was isolated as the hydrochloride salt.