新产品编号:2360853

Chemical Name: (3S,6R,7R)-N-[5-(N-Hydroxycarbamoyl)pentyl]-6-isobutyl-5,18-dioxo-12-oxa-4-azatricyclo[11.2.2.1(4,7)]octadeca-1(15),13,16-triene-3-carboxamide; 6-[(3S,6R,7R)-6-isobutyl-5,18-dioxo-12-oxa-4-azatricyclo[11.2.2.1(4,7)]octadeca-1(15),13,16-trien-3-ylcarboxami
项目整合开发状态: Biological Testing
项目研究机构: Abbott (Originator)
合成路线:Coupling of the known macrocyclic lactam (I) with amino ester (II) in the presence of EDC and HOBt provides amide (III).Subsequent hydrolysis of the methyl ester group of (III) by means of LiOH gives rise to an unseparable mixture of the expected carboxylic acid (IV),along with the bicyclic imide derivative (V).After coupling of this mixture of acids with O-benzyl hydroxylamine,the corresponding O-benzyl hydroxamates are separated by column chromatography.Finally,O-debenzylation of hydroxamate (VI) by hydrogenation over Pd/C leads to the title compound.

合成路线:The title compound is prepared by an alternative procedure.Coupling of acid (I) with the amino hydroxamate (II) affords amide (III).Subsequent tert-butyl ester cleavage in (III) to give acid (IV) is effected by treatment with trifluoroacetic acid.Conversion of acid (IV) to the corresponding mixed anhydride with isobutyl chloroformate,followed by treatment with MeOH provides the methyl ester (V).This is further cyclized to imide (VI) in the presence of potassium tert-butoxide.Finally,benzyl group hydrogenolysis in (VI) furnishes the title compound.