新产品编号:957619
Chemical Name: N-(2,4-Dichlorobenzoyl)-N-(3-nitrobenzyl)-L-phenylalanine
CAS No. 478294-73-4
项目整合开发状态: Biological Testing
项目研究机构: Shire BioChem (Originator)
合成路线:Acylation of L-phenylalanine tert-butyl ester (I) with 2,4-dichlorobenzoyl chloride (II) provides the corresponding amide (III).This is then N-alkylated with 3-nitrobenzyl bromide (IV) in the presence of NaH to yield (V).The tert-butyl ester group of (V) is finally cleaved with trifluoroacetic acid to furnish the target carboxylic acid.(1-3)
📌 参考资料/链接：
参考文献标题:Cpds.and methods for the treatment or prevention of flavivirus infections
文献作者:Pereira,O.Z.; Wang,W.; Siddiqui,M.A.; B閐ard,J.; Nguyen Ba,N.; Chan,C.K.L.; Das,S.K.; Shuttleworth,S.(Shire BioChem Inc.)
参考来源:US 2003229053; WO 02100846
📄 详细内容
合成路线:Acylation of L-phenylalanine tert-butyl ester (I) with 2,4-dichlorobenzoyl chloride (II) provides the corresponding amide (III).This is then N-alkylated with 3-nitrobenzyl bromide (IV) in the presence of NaH to yield (V).The tert-butyl ester group of (V) is finally cleaved with trifluoroacetic acid to furnish the target carboxylic acid.(1-3)
参考文献标题:Identification of a novel class of inhibitors of hepatitis C NS5B polymerase
文献作者:Proulx,M.; Chan,L.; Reddy,T.J.; Das,S.K.; Pereira,O.Z.
参考来源:225th ACS Natl Meet (March 23 2003,New Orleans) 2003,Abst MEDI 40
合成路线:Acylation of L-phenylalanine tert-butyl ester (I) with 2,4-dichlorobenzoyl chloride (II) provides the corresponding amide (III).This is then N-alkylated with 3-nitrobenzyl bromide (IV) in the presence of NaH to yield (V).The tert-butyl ester group of (V) is finally cleaved with trifluoroacetic acid to furnish the target carboxylic acid.(1-3)
参考文献标题:Identification of N,N-disubstituted phenylalanines as a novel class of inhibitors of hepatitis C NS5B polymerase
文献作者:Chan,L.; Reddy,J.; Proulx,M.; Das,S.K.; Pereira,O.; Wang,W.; Siddiqui,A.; Yannopoulos,C.G.; Poisson,C.; Turcotte,N.; Drouin,A.; Alaoui-Ismaili,M.H.; Bethell,R.; Hamel,M.; L'Heureux,L.; Bilimoria,D.; Nguyen-Ba,N.
参考来源:J Med Chem 2003,46(8),1283