新产品编号:2441535
Chemical Name: 3-[4-[3-(1H-Benzimidazol-2-ylamino)propy]amino]-5-methyl-2-oxo-1,2-dihydropyrimidin-1-yl]-N-(benzyloxycarbonyl)-L-alanine
项目整合开发状态: Biological Testing
项目研究机构: Abbott (Originator)
合成路线:The title compound has been prepared by solid-phase combinatorial synthesis.The protected diaminopropionic acid (I) is attached to 2-chlorotrityl resin,producing the resin-bound amino acid (II).The N-Fmoc group of (II) is then selectively removed by treatment with piperidine in DMF producing (III).Condensation of amine (III) with N-ethoxycarbonyl-2-methyl-3-piperidinothioacrylamide (IV) results in the thiouracil derivative (V).This is converted into the thiocyanate (VI) upon treatment with cyanogen bromide in the presence of diisopropylethylamine.Further displacement of the thiocyanate group of (VI) with N-(2-benzimidazolyl)-1,3-propanediamine (VII) leads to the aminopyrimidone resin (VIII).Finally,acidic cleavage from the solid support (VIII) gives rise to the desired compound.
📌 参考资料/链接:
参考文献标题:Highly potent and selective alphaVbeta3-receptor antagonists: Solid-phase synthesis and SAR of 1-substituted 4-amino-1H-pyrimidin-2-ones
文献作者:Zechel,C.; Backfisch,G.; Delzer,J.; Geneste,H.; Graef,C.; Hornberger,W.; Kling,A.; Lange,U.E.W.; Lauterbach,A.; Seitz,W.; Subkowski,T.
参考来源:Bioorg Med Chem Lett 2003,13(2),165