MMdUrd
5-甲氧基甲基-2-脱氧尿苷Chemical Name: 2'-Deoxy-5-(methoxymethyl)uridine
CAS No. 5116-22-3
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:Treatment of 5-methoxymethyluracil (I) with trimethylchlorosilane in the presence of triethylamine gives bis(trimethylsilyl)-5-methoxymethyluracil (II).Condensation of compound (II) with 3,5-di(0-p-toluoyl)-2-deoxy-D-ribofuranosyl chloride (III) yields an anomeric mixture of blocked nucleosides.The beta-anomer (IVa) is the major product and is purified by crystallization.After deblocking with hot sodium methoxide in methanol,1-(2-deoxy-beta-D-ribofuranosyl)-5-methoxymethyluracil is obtained.
合成路线:The reaction of 1-(2-deoxy-beta-D-ribofuranosyl)uracil (V) with CH2O and KOH gives 1-(2-deoxy-beta-D-ribofuranosyl)-5-hydroxymethyluracil (VI),which is treated with methanolic-HCl.Chromatography on silica gel yields the target compound.
📌 参考资料/链接：
参考文献标题:Methoxymethyl-2'-deoxyuridine
文献作者:Gupta,V.S.
参考来源:Drugs Fut 1981,6(1),32
📄 详细内容
合成路线:Treatment of 5-methoxymethyluracil (I) with trimethylchlorosilane in the presence of triethylamine gives bis(trimethylsilyl)-5-methoxymethyluracil (II).Condensation of compound (II) with 3,5-di(0-p-toluoyl)-2-deoxy-D-ribofuranosyl chloride (III) yields an anomeric mixture of blocked nucleosides.The beta-anomer (IVa) is the major product and is purified by crystallization.After deblocking with hot sodium methoxide in methanol,1-(2-deoxy-beta-D-ribofuranosyl)-5-methoxymethyluracil is obtained.
合成路线:The reaction of 1-(2-deoxy-beta-D-ribofuranosyl)uracil (V) with CH2O and KOH gives 1-(2-deoxy-beta-D-ribofuranosyl)-5-hydroxymethyluracil (VI),which is treated with methanolic-HCl.Chromatography on silica gel yields the target compound.
参考文献标题:Synthesis of 5-substituted ether derivatives of 5-hydroxymethyl deoxyuridine and their 'alpha-anomers'
文献作者:Gupta,V.S.; Bubbar,G.L.
参考来源:Can J Chem 1970,48(20),3147
产品链接: CAS No. 5116-22-3››