新产品编号:2498487

Chemical Name: (?-(3aS*,5R*,6aS*)-5-Amino-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-3,5-dicarboxylic acid
项目整合开发状态: Preclinical
项目研究机构: Danish University of Pharmaceutical Sci. (Originator), Universit?degli Studi di Catanzaro (Originator), Universit?degli Studi di Messina (Originator), Universit?degli Studi di Milano (Originator)
合成路线:The mono-Boc protected amino cyclopentenecarboxylate (I) is converted to the di-Boc derivative (II) by means of di-tert-butyl dicarbonate and DMAP.Dipolar cycloaddition of the nitrile oxide generated from ethyl 2-chloro-2-(hydroxyimino)acetate (III) to cyclopentene (II) gives the cis-fused cyclopentaisoxazole (IV) as a diastereomeric mixture.After cleavage of the acidic Boc groups,the desired isomer (V) can be isolated by column chromatography.Finally,alkaline hydrolysis of the ethyl ester functions of (V) affords the target dicarboxylic acid.