WP-631

3,3'-(1,4-亚苯基二(亚甲基亚氨基))二((1S,3S)-3-乙酰基-1,2,3,4,6,11-六氢-3,5,12-三羟基-10-甲氧基-6,11-二氧代-1-并四苯基2,3,6-三脱氧-alpha-L-来苏-吡喃己糖苷 Chemical Name: N,N'-Phenylenebis(methylene)bis(daunomycin) dihydrochloride
CAS No. 192708-87-5, 186131-38-4 (free base)
项目整合开发状态: Preclinical
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.