CT-2584, Apra

Chemical Name: 1-[11-(Dodecylamino)-10-hydroxyundecyl]-3,7-dimethylxanthine
CAS No. 160944-05-8 (racemate)
项目整合开发状态: Phase III
项目研究机构: Cell Therapeutics (Orphan Drug), Cell Therapeutics (Originator)
合成路线:The alkylation of theobromine (I) with undecenyl mesylate (II) in the presence of NaH in DMSO afforded the 1-undecenyl xanthine (III).Dihydroxylation of the terminal double bond of (III) by means of N-methylmorpholine-N-oxide and a catalytic amount of potassium osmate gave diol (IV),which was further converted to bromo acetate (V) by treatment with a solution of HBr in AcOH.Methanolysis of the bromoester (V) with concomitant cyclization gave rise to epoxide (VI).Finally,epoxide opening upon heating with dodecylamine (VII) furnished the target amino alcohol.