ODE-CDV

Chemical Name: 2-(4-Amino-2-oxo-1,2-dihydropyrimidin-1-yl)-1(S)-(hydroxymethyl)ethoxymethylphosphonic acid 2-(octadecyloxy)ethyl monoester
项目整合开发状态: Preclinical
项目研究机构: University of Alabama at Birmingham (Originator), University of California, San Diego (Originator), Veterans Administration Medical Center (Originator)
合成路线:Cyclization of the hydroxy phosphonic acid (I) (Cidofovir) with DCC in the presence of N,N-dicyclohexyl-4-morpholine carboxamidine (DCMC) (II) led to the cyclic phosphonate DCMC salt (III).Subsequent alkylation of (III) with 1-bromo-3-hexadecyloxypropane (IV) provided the corresponding phosphate ester (V).Finally,ring opening of the cyclic phosphonate was accomplished by treatment with aqueous NaOH.

合成路线:Cidofovir (I) is converted to the cyclic phosphonate derivative (II) upon treatment with dicyclohexylcarbodiimide (DCC) in the presence of N,N-dicyclohexyl-4-morpholinecarboxyamidine (DCMC).Reaction of (II) with 1-bromo-2-(octadecyloxy)ethane (III) provides the corresponding phosphonate ester (IV).Finally,opening of the cyclic phosphonate to furnish the title compound is accomplished by treatment with 0,5 M NaOH