MRS-2286

Chemical Name: 2-[2-[2-Chloro-6-(methylamino)purin-9-yl]ethyl]propane-1,3-diol bis(monophosphate) tetraammonium salt
项目整合开发状态: Biological Testing
项目研究机构: National Institutes of Health (Originator), Universidad de Buenos Aires (Originator), University of North Carolina (Originator)
合成路线:The sodium salt of triethyl methanetricarboxylate (I) was alkylated with 1,2-dibromoethane (II) to afford bromide (III).Subsequent condensation of 6-(methylamino)-2-chloropurine (IV) with bromide (III) in the presence of K2CO3 gave adduct (V).Mono-decarbethoxylation of tricarboxylate (V) upon treatment with NaOMe produced malonate (VI),which was further reduced to diol (VII) by means of NaBH4 in CH2Cl2-MeOH.Treatment of (VII) with tetrabenzyl pyrophosphate in the presence of LDA gave rise to the bis-phosphate ester (VIII).The benzyl groups of (VIII) were then cleaved employing boron trichloride,and the resulting phosphoric acid was purified through an ion-exchange resin in the presence of ammonium bicarbonate to furnish the title tetraammonium salt.