新产品编号:919651
Chemical Name: 1-[4-(Allyloxycarbonylamino)-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl]-1-deoxy-beta-D-ribofuranuronic acid
CAS No. 396684-66-5
项目整合开发状态: Preclinical
项目研究机构: Kolon Industries (Originator)
合成路线:The silylated 5-fluorocytosine (I) is coupled with D-ribofuranose tetraacetate (II) in the presence of SnCl4 in acetonitrile to afford the triacetyl 5-fluorocytidine (III).Acylation of (III) with allyl chloroformate (IV) yields carbamate (V).Then,methanolysis of the acetate ester groups of (V) provides 5-fluoro-N-(allyloxycarbonyl)cytidine (VI).Finally,selective oxidation of the primary alcohol group of (VI) with oxygen and PtO2 gives the target carboxylic acid
📌 参考资料/链接：
参考文献标题:5'-Deoxy-N-(substd.oxycarbonyl)-5-fluorocytosine and derivs.thereof,method of preparing same,and anticancer compsn.comprising same as active ingredients
文献作者:Lee,K.-H.; Kim,J.-Y.; Kim,Y.-C.; Kim,K.-H.; Park,H.-J.; Noh,M.-J.; Park,Y.-S.; Cho,S.-M.(Kolon Industries,Inc.)
参考来源:WO 0211668
📄 详细内容
合成路线:The silylated 5-fluorocytosine (I) is coupled with D-ribofuranose tetraacetate (II) in the presence of SnCl4 in acetonitrile to afford the triacetyl 5-fluorocytidine (III).Acylation of (III) with allyl chloroformate (IV) yields carbamate (V).Then,methanolysis of the acetate ester groups of (V) provides 5-fluoro-N-(allyloxycarbonyl)cytidine (VI).Finally,selective oxidation of the primary alcohol group of (VI) with oxygen and PtO2 gives the target carboxylic acid
参考文献标题:Synthesis and biological activity of the new 5-fluorocytosine derivatives,5'-deoxy-N-alkyloxycarbonyl-5-fluorocytosine-5'-carboxylic acid
文献作者:Kim,K.-H.; Kim,J.-Y.; Lee,K.-H.; Noh,M.-J.; Kim,Y.-C.; Park,H.-J.
参考来源:Bioorg Med Chem Lett 2002,12(3),483