CPFPX

Chemical Name: 8-Cyclopentyl-3-(3-fluoropropyl)-1-propyl-3,7-dihydro-1H-purine-2,6-dione; 8-Cyclopentyl-3-(2-fluoropropyl)-1-propylxanthine
CAS No. 200557-18-2
项目整合开发状态: Preclinical
项目研究机构: Universit鋞 Heidelberg (Originator)
合成路线:The cyclization of N-benzyl-N'-propylurea (I) with cyanacetic acid (II) in hot acetic anhydride gives 6-amino-1-benzyl-3-propyluracil (III),which is nitrosated with NaNO2/acetic acid and reduced with sodium dithionite to yield 5,6-diamino-1-benzyl-3-propyluracil (IV).The cyclization of (IV) with cyclopentylcarbonyl chloride (V) by means of NaOH in refluxing ethanol affords 3-benzyl-8-cyclopentyl-1-propylxanthine (VI),which is acylated with pivaloyl chloride (VII)/Na2CO3 in DMF giving the expected 7-acyl derivative (VIII).The debenzylation of (VIII) by hydrogenation over Pd/C as usual yields 8-cyclopentyl-7-pivaloyl-1-propylxanthine (IX),which is condensed with 1-bromo-3-fluoropropane (X) by means of Na2CO3 in DMF to afford 8-cyclopentyl-3-(3-fluoropropyl)-7-pivaloyl-1-propylxanthine (XI).Finally,this compound is deprotected with NaOH in DMSO/water.