新产品编号:2275425
Chemical Name: N-[5-[(E)-2-Cyano-2-(N,N-diethylcarbamoyl)vinyl]-2-hydroxy-3-nitrophenoxycarbonyl]-3-hydroxy-L-tyrosine methyl ester
项目整合开发状态: Biological Testing
项目研究机构: Finncovery (Originator), University of Kuopio (Originator)
合成路线:Esterification of L-Dopa (I) with thionyl chloride in methanol leads to the methyl ester (II).The phenolic hydroxyls of (II) are further acylated by acetyl chloride in trifluoroacetic acid to produce diacetate (III).Treatment of the protected derivative of L-Dopa (III) with diphosgene gives rise to isocyanate (IV).This is then coupled to entacapone (V) in refluxing acetonitrile to furnish carbamate (VI).The acetate ester groups of (VI) are finally removed by treatment with 3N HCl in acetone.
📌 参考资料/链接:
参考文献标题:Design and synthesis of a novel L-dopa-entacapone codrug
文献作者:Lepp鋘en,J.; Huuskonen,J.; Nevalainen,T.; Gynther,J.; Taipale,H.; Jarvinen,T.
参考来源:J Med Chem 2002,45(6),1379