WP-652

Chemical Name: N,N'-(1,4-Phenylene)bis(methylene)bis(4'-amino-3'-deamino-4'-deoxy-3'-hydroxydaunomycin) dihydrochloride
CAS No. 192708-89-7
项目整合开发状态: Biological Testing
项目研究机构: M.D. Anderson Cancer Center (Originator), University of Mississippi (Originator)
合成路线:Condensation of two molecules of daunorubicin hydrochloride (I) with a,a'-dibromo-p-xylene (II) in the presence of Na2CO3 in DMF-CH2Cl2 at room temperature afforded the bis-daunorubicin derivative,which was purified by column chromatography and precipitated as the dihydrochloride from a MeOH-Et2O solution.

合成路线:Condensation of daunomycinone (I) with aminoglycal (II) in the presence of triphenylphosphine hydrobromide provided the protected hexopyranosyl daunomycinone (III).Deacetylation with K2CO3 in MeOH-CH2Cl2 gave alcohol (IV),and further hydrolysis of the trifluoroacetamide with NaOH yielded amine (V),which was isolated as the hydrochloride.Finally,condensation of two molecules of (V) with a,a'-dibromo-p-xylene (VI) in the presence of Na2CO3 in DMF-CH2Cl2 at room temperature,followed by precipitation of the dihydrochloride from MeOH-Et2O,provided the target compound.